ssessment is complementary part of the learning process. have been achieved or not. After going through the correspon inexam like environment. Give yourself four marks for correct answer and is given at the end, that will help you plan your next step. i] Classification Which of the following is @ primary halide? (a) iso-Propyl iodide (b) sec-Butyl iodide (©) tert-Butyl bromide (d)_ neo-Hexyl chloride MC@s C itjvesyouatotalinsight whether the earning cut ’* ONner Extracted from NCERT ding NCERT Textbookchapter atemptthese quent deduct one markfor wrong answer ats le All the Best s (a) (A) Gi), (B) > (ii), (C) > (iv), (©) (i (b) (A) (i, B) > i), (C) > (, (D) 5 Gy (0) (A) Mati), B) > (iv), (© > GH), (D) 5 @ (a) (A) > (iv), (B) > @, (C) > Citi), (D) > Classify the following compounds as primary, Nomenclature secondary and tertiary halides, (i) 1-Bromobut-2-ene (ii) 4-Bromopent-2-ene (iii) 2-Bromo-2-methylpropane (a) (i)-secondary, (ii)-tertiary, (iii)-primary () (j)-secondary, (ii)-primary, (iii)-tertiary (©) (i)-primary, (ii)-tertiary, (iii)-secondary (a) (i)-primary, (ii)-secondary, (iii)-tertiary Which of the following is not an allylic halide? (a) 4-Bromopent-2-ene (b) 3-Bromo-2-methylbut-1-ene (©) 1-Bromobut-2-ene (d) 4-Bromobut-I-ene 4, Haloalkanes contain halogen atom(s) attached to the sp” hybridised carbon atom of an alkyl group. Identify haloalkane from the following compounds. (@)_ 2-Bromopentane (ii) Vinyl chloride (iii) 2-Chloroacetophenone (iv) Trichloromethane (@) (i) only (b) Only (ii) and (iv) (c) Only (i) and (iv) (d) Only (i), (i) and (iii) Match the column I with column II and mark the appropriate choice. (A) [CH,CHCI, (@)_[Vinylhatide ((B)_|CH,CICH,CL (Gi) _|Alkylidene halide! (C) |cHC= cH, (it) [alkylene dihalidel (©) |cich,—CH = CH, |(iv) [Ally halide 6. ‘The IUPAC name of tertiary butyl chloride is (a) 2-chloro-2-methylpropane (b) 3-chlorobutane (Q) 4-chlorobutane (@) 1, 2-chloro-3-methylpropane. ‘The IUPAC name of (CH3),CH — CH, — CH,Bris (a) 1-bromopentane (b) 1-bromo-3-methylbutane (c) 2-methyl-4-bromobutane (4) 2-methyl-3-bromopropane. No, ‘The IUPAC name of the compound ., is (a) 1-fluoro-4-methyl-2-nitrobenzene (b) 4-fluoro-1-methyl-3-nitrobenzene () 4-methyl-1-fluoro-2-nitrobenzene (@) 2-fluoro-5-methyl-1-nitrobenzene Which of the following halides is not correc according to the name and classification? (a) CH;CH,C(CH;),CH,I 1-Jodo-2, -dimethylbutane, Primary haloalkant (b) (CH,),CHCH(C)CH, 2-Chloro-3-methyibutane, Secondary baloalkaté (© CH,C(CI(GH,)CH,CH, 2-Chloro-2-ethylbutane, Secondary haloalkane cH, Cl (@ cH,—cH,—cH—ca—cH,—cH 3-Chloro-4-methythexane, Secondary haloalkaneand Haloarenes 0 phe isomers given in column T with they + pS grenin column nd mak the appre Columa it 2-Bromo-3-methylbutane eee 2-Bromopentane 1-Bromo: methylbutane | (i) 1-Bromo-2-methyib yutane ase f @) WG ®) > 0.) >, 0) > a ) (A) > Gi), (B) > Gi), (©) > Gi), (D) @ (A)> @, B) > Gi), (©) > Gi, (D) > (iv) (@) (A) (i), (B) > Giii), (C) (vy, (D) > (i) 11, Which of the following is not correctly matched vith its IUPAC name? (@) CHE,CBrCIF : 1-Bromo-1-chloro-1, 2, 2 -trifluoroethane ) (CCL),CCI: 2-(Trichloromethy!)-1,1,1,2,3,3,3 -heptachloropropane © CH,C(p-CIC.H,),CH(Br)CH, : 2-Bromo-3,3-bis(4-chlorophenyl)butane (@ o-BrC,H,CH(CH;)CH,CH, 2-Bromo-1-methylpropylbenzene MB Nature of C—X Bond The main difference in C— X bond of a haloalkane and a haloarene is (8) C—X bond in haloalkanes is shorter than haloarenes. (0) in haloalkanes the C attached to halogen in C — X bond is sp? hybridised while in haloarenes it is sp” hybridised. © C—X bond in haloarenes acquires a double _ 16. bond character due to higher electronegativity of X than haloalkanes. haloalkanes are less reactive than haloarenes ddueto difficulty in C— X cleavage in haloalkanes. @ Wethods of Preparation of Icloalkanes “fabeen acids react with alcohols to form alkyl | nib. The reaction follows a nucleophilic | mechanism. What will be the major | 15, 17. peat CH CR CH Cry Hc]—$> i (©) CH,—C—cH,cH, 1 ca (@) CH,CH,CH,CH,CH,CI Match the column I with column Il and mark the appropriate choice. Column I Column It \(A)|CH(CH,),0H. @) |CH,CH(Br) aet?| _|(cH.cH, (B) (CH,);COH-Com UCL, |(i) |CHjCH,CH,CI (|cH,cH(OH) (CH,),ccl (cr),cH, 25, (D)|CH,CH,CH,OH 29 |(v) |cH,(CH,),Br (@) (A) > (wy), (B) > (b) (A)> () (A) G (d@) (A) Gi (C) > @), D) > (ii) , (B) — (iii), (C) — (ii), (D) > @) ), (B) — (iv), (C) > @), (D) Gi) iii), (B) > (iv), (C) > (ii), (D) > @) Which of the following compounds can yield only one monochlorinated product upon free radical chlorination? (a) 2, 2-Dimethylpropane (b) 2-Methylpropane (©) 2-Methylbutane (@ n-Butane Bromination of methane in presence of sunlight isa (a) nucleophilic substitution (b) free radical substitution (c)_ electrophilic substitution (@) nucleophilic addition, ‘The reaction, . (CH;=CH— CH + HBr» CH,—CH—CH, is an example of (@) nucleophilic addition (b) free radical addition (©) electrophilic addition " (d) electrophilic substitution.CC ; 18. The negative part of the addendum (the molecule to be added) adds on to the carbon atom of the double ning the least number of hydrogen atoms. This rule is known as (a) Saytzeff’s rule (©) Markovnikov’s rule 19. Which of the following reactions follows Markovnikov’s rule? (b) Peroxide rule (d) Hoffmann rule. (@) CHy+ HBr (6) GH, + Cl, ee ee eA peas Statements isco, © CyHe + HBr (d) GH + Bry Bee aac etrophilic substitution oftak Bry, iron (II) bromide acts asap, al 20. Identify the Products X and Y formed in the (b) In the reaction of toluene with cy Aig, following reaction. and para isomers are easily sey. Chong, CH; — CH, — CH = CH— CH, + HA —> x+¥ (©) Similar reaction with ion Pe iodine ig (a) X = CH,CH,CH,CH,CH,Cl, Fevers nature. ¥ = CH,CH,—CH—cu,CH, (d) All of these. i & as i () X= CH,CH,—cH—cH,cH,, NaNO, + HCI a m4. aK —>X—_H_,, v2 CH,CH,CH,—cH—cH, Xand Yin the reaction are i I NG I Ka 1 a © X= CALCH,— CH—CHCH,, (a) > (b) f. cl ear oea * i Y= CPF CH CHCH, i NCI NCL ca ah ( O. 0.0 (@) X= ClcH, — cH, — cH = cH— cH, zy na Y= CH;CH, — CH = CH —CH,Cl CH=cH—cu, 21. Methyl bromide reacts with AgF to give methyl 25. + HBr——+ X, X in the reaction is fluoride and silver bromide. This reaction is called {@) Fittig reaction (b) Swarts reaction i OH (©) Wurtz reaction (d) Finkelstein reaction, Br a '—CH,CH. cn,—C8-th WW Preparation of Haloarenes ees 22. A compound X with molecular formula, C,H, is CS) @) treated with Cl, in presence of FeCl. Which of the following compounds are formed during the | OH reaction? . i oa en, / CH, —CH—cH, Ga He Cl @ : © @ Br af HQ Physical Properties see | 26. Which of the following molecules dipole moment? oo (a) CHCl (b) CH;Ch(o) CHASi tanes and Haloarenes a" “ “ihe following compounds has the highest yt? Fins? Pey,cHcl (b) CH,CH,CH,CH,Cl we CH(CHs)CH2CI (d) (CHs)sCCl 0 oe je ofthe following is not correct order of 4. Ni ints ofthe alkyl/aryl halides? voli Cls > CHCl G#is(CH2)sCl > CHy(CH,),Cl 0 (CH3):CCl > (CH3)2CHCH,CI : (His(CHa)sCl > CH3CH,CHCICH, theis boiling points. HABE (i), CH,CH,Br f. GH,CHCH.Br (iv) CH3CH,CH,CH,Br 4 (> @)> Gii) > Gv) (b) Civ) > Gi) > (a) > @ rat e Mer of| 35. 36. | 37. ge the following compounds in decreasing | 38. 1) @)> Gi) > (i) > Gv) (A) Gi) > Gv) > (> Gi) which of the following compounds will have highest melting point? (@) Chlorobenzene __(b) 0-Dichlorobenzene (@ m-Dichlorobenzene (4) p-Dichlorobenzene * 4. Allyl halides are immiscible in water though they are polar because {@) they react with water to give alcohols (b) they cannot form hydrogen bonds with water () C—Xbond cannot be broken easily (@) they are stable compounds and are not reactive. i Chemical Reactions 2 Cyanide ion acts as an ambident nucleophile. From which end it acts as a stronger nucleophile in aqueous medium? @) Itacts as a stronger nucleophile from carbon end. 39. | 40. Al. itactsas.a stronger nucleophile from nitrogen end. (© ttdepends on the nature of the alkyl halide. Ithas same strength from both the ends. ¥ eatify the products (A) and (B) in the reactions. ACN —» (A) + ReKen—s im) + a @) @)-ReN, (B)- RCN e (4)- RCN, (B) - RNC a (RNG, (B)- RCN 4, &-RNG, (B) RNC (a) tittle can be prepared by heating alcohol with KCN | 231 Ethyl alcohol is obtained when ethyl chloride is boiled with (a) alcoholic KOH — (b) aqueous KOH (c) water (d) aqueous KMnO,. Which of the following alkyl halides undergoes hydrolysis with aqueous KOH at the fastest rate? (a) CH;CH,CH,Cl (b) CH;CH,Cl (©) CHjCH,CH;CH,Cl (d) CH3CH,CH(Br)CH3 Identify the product of the following reaction. CICH,CH,CH,Br + KCN —* Product (a) CICH,CH,;CH,CN (b) CNCH,CH,Br (€) CNCH,CH,CH,CN (4) CIFHCH,CHBr cN The alkyl halide is converted into an alcohol by (a) elimination (b) dehydrohalogenation (©) addition (d) substitution. An alkyl halide, RX reacts with KCN to give propane nitrile, RX is (a) C,H;Br (b) C,HoBr (©) CHsBr° (d) CH Br In Sy? reactions the sequence of bond breaking and bond formation is as follows (a). bond breaking is followed by formation (b) bond formation is followed by breaking (©) bond breaking and formation occur simultaneously (d) bond breaking and formation take place randomly. Which of the following statements is not correct about Sy2 reactions of alkyl halides? (a) Nucleophile attacks the carbon from the side opposite to where the leaving group is attached. (b) The bond formation and bond breaking take place in one step. (©) The rate of reaction depends upon the concentration of nucleophile. (4) Sy2 mechanism is predominant in tertiary alkyl halides. ._In the reaction given below, (CH CH, ib 7 CH,CH, CH, B=—C—Cl + OH —> HO—C- CH, + Cl” H a a H which of the following statements is correct? (a) The reaction proceeds via Sy2 mechanism hence inversion of configuration takes place, (b) The reaction proceeds via Syl mechanism hence inversion of configuration takes place. (©) The reaction proceeds via $y2 mechanism hence their is no change in the configuration. (d) The reaction proceeds via Syl mechanism hence there is no change in the configuration,43. 44. 45. 46. 47. 49, —————— Tertiary alkyl halides are practically inert to substitution by S42 mechanism because (a) the carbocation formed is unstable (b) there is steric hindrance (c)_ there is inductive effect (d)_ the rate of reaction is faster in Sy2 mechanism. Among the choices of alky! bromide, the least © reactive bromide in Sy2 reaction is (a) 1-bromopentane (b) 2-bromo-2-methylbutane (c)_ 1-bromo-3-methylbutane (d)_1-bromo-2-methylbutane. Arrange the following compounds in order of their | reactivity towards Sy2 reaction. (i) CH,(CH2);CH,Br (ii) (CH;),CHCH,CH2Br CH; (iii) CHyCH,—CH—CH,Br CH; (iv) cut —CH,Br CH; (a) (i) > (i) > (iii) > (iv) (b) (ii) > ii) > Gv) > @ (©) (iii) > @) > i) > Gv) @)_ (iv) > Gi) > @ > (iii) Which of the following haloalkanes is most reactive? (b) 1-Bromopropane (a) 1-Chloropropane (d) 2-Bromopropane (c) 2-Chloropropane Which of the following reactions does not take place? 0 (b) C,HsBr+ AgNO, —> GH; —N&o + AgBr (©) GjH;Br+ AgCN —> C,HsNC + AgBr (d) C,HsBr + KCN —> C,HNC + KBr . Consider the following bromides : ic Ee eee Br Br (A) @) F © ‘The correct order of Sy1 reactivity is (a) A>B>C (b) B>C>A (©) B>A>C (d) C>B>A Which of the following statements regarding the Syl reaction shown by alkyl halide is not correct? (a) The added nucleophile plays no kinetic role in » « Syl reaction. (b) The Sy1 reaction involves the inversion of configuration of the optically active substrate. (c)_ The Syi reaction on the chiral ‘starting material ends up with racemisation of the product. the faster the Sy1 reaction. 51. | 52. 153. (a) CHsBr+KNO, —> C,H; —O—N=O+KBr | i i i _ (2) The more stable the carbocation intermediate | 57- Inthe following pairs compound undergoes | } Consider the following reac CPP +H,O—+ Ho~) H [Sas ‘The reaction proceeds with 9gq ms reaction may follow (a) Syl mechanism ® (©) El mechanism co Ee Dhatg Which one of the following chloryy readily undergoes solvolysis? YS (a) CH,=CHCl —@) | C3] © (O)-c01 (@ (o)- | aig Which of the following is the most nucleophilic substitution reacting (a) CICH, —CH = CH, () CH, =cH—cl | () CH,CH=cH—cI (@) CoHgCl Syl reaction is fastest in (a) CHsCH,Br (6) cH,—cH—cy, | CH; is (c) crt (d) CH,—cH—a cH, oe &, .. Which of the following alkyl halides is hydroipel by Syl mechanism? (a) CHCl (c) CH;CH,CH,Cl (b) CH;CH,Cl (a) (CH3);Ca. . Which of the following will give enantio pair on reaction with water due to presence asymmetric carbon atom? = a (a) iN Laporte () ak CHs CH, i ee © ee @) Ey CH; oat Which of the following is most ea" NaOH? a emt 8 ee (© CoHsBr @ i composts Egan jon?ea | bakones and Haloarenes a See a and “~~ a a oe wnArk 1 ca (ii) 1 @ @ w@ wo @@ Gi) a a ao Wn a 44 Which of the following haloalkanes reacts with | aqueous KOH most easily? (a) 1-Bromobutane () 2-Bromobutane (9 2-Bromo-2-methylpropane (@) 2-Chlorobutane 9. Which alkyl halide exhibits complete racemisation in Sy] reaction? (a) (CH;),CHCL (b) CH,CH,CH,CL (9 CH;CH,CL (a) CgH5CH,CL @. The order of reactivity of various alkyl halides towards nucleophilic substitution follows the order (@) R—-I>R—Br>R—Cl>R—F () R-F>R—Cl>R—Br>R—1 ( R—Cl>R—Br>R—1>R—E (@) R—Br>R—I>R—Cl>R—E {. Alkyl halides are formed when thionyl chloride are refluxed in presence of pyridine. ‘The order of reactivity (3° > 2° > 1°) is due to +I (lect of the alkyl group which the polarity fC—X bond. (9) acids, decreases (b) alcohols, increases. (9 aldehydes, changes (d) ketones, decreases ® 25romo-3,3-dimethylbutane on reaction with #aueous KOH yields X as the major product. X is . 2,3, 3-trimethylpropan-1-ol (9 zdimethyibutan-3-ol (@ po dimethylbutan-2-0l aneont lpropan-2-ol Atong the isomers of CcHfy,Cl, the one which is | is ti) ‘ @ 2 Se ores = 2-Methyl-2-chlorobutane e itane 233 (a) (i) and (ii) only (c) (i) and (iii) only (b) (i), (ii) and (iii) only (4) (i) only. . Ethylene dichloride and ethylidene chloride are isomeric compounds. The false statement about these isomers is that they (a) are both hydrolysed to the same product (b) contain the same percentage of chlorine (c) are position isomers (4) react with alcoholic potash and give the same product. .. The major product formed in the following reaction is. (a) als Goer H (>) CH,—CH—CH,CH, fea CH, © cu,—¢=ca, CH, @ cay ¢—cx, OcH, 5 Which of the following reactions will give the major and minor products? Cty, er — cr, ES Br CH;—CH=CH—CH, + CH,— CH,—CH=CH, ) ® (a) (A) ismajor product and (B) is minor product. (b) (A) is minor product and (B) is major product. (©) Both (A) and (B) are major products. (d) Only (B) is formed and (A) is not formed. . ‘The products (A) and (B) are respectively @ cH— as CH, S24 0Ne, (4) Br CH, Hy (i) CH, =C—CH,CH, EEE + (8) CH; vi (a) CH,CH,—CH— CH, CH,(CH,),CH, ) CH3CH,—C(CHy)» I (>) cHy ano is nits ‘CH,—CH, OCH; CHyEEE hls 68. 69. 71. (©) CH,CH, er —CH,CHy ONa Gis BCH, ECHL Br (d) CH,CH,CH,CH,CHy Cag jr ‘A mixture of l-chloropropane and 2-chloropropane when treated with alcoholic KOH gives (a) prop-l-ene (b) prop-2-ene (c) amixture of prop-I-ene and prop-2-ene (@) propanol. Consider the following reaction and identify x} and Y. CH,CH, tu yteKOH, y_Ba_» y y (@) sa = CH ier ec Br (b) CHCH,CH,OH CH;CH,CH,Br © eat gal ae ag OH Br (d) CH;CH=CH, CH,CH,CH,Br . An alkyl halide with molecular formula, CoHy3Br : on dehydrohalogenation gives two isomeric alkenes X and Y with molecular formula, CsHy2. On reductive ozonolysis X and Y gave four | compounds CH;COCHs, CH;CHO, CH;CH,CHO - and (CH;),CHCHO. The alkyl halide is i (a) 4-bromo-2-methylpentane (b) 3-bromo-2-methylpentane (0) 2-bromo-2,3-dimethylbutane (@) 2.2-dimethyl-1-bromobutane. ‘Arrange the following alkyl halides in order o| dehydrohalogenation; C;Hsl, C,HsCl, C:HsBr, | CHE / (2) CHE > CHCl > CH,Br> CHI i (b) GHsI > C,H;Br > C,H,Cl > CHF 1 (©) GH > C,HsCl > CsH,Br > CHE (d) GH,F > C)Hsl > CyHsBr > C,H,Cl 2-Chloro-2-methylpropane on reaction with — alc. KOH gives X as the product. X is sa (a) but-2-ene : (b) 2-methylbut-1-ene 1 (©) 2-methylprop-1-ene , : (4) 2-methylbutan-2-ol, ! 74, 7. Which of the following produ dehydrohalogenation of alkyl halides with ethoxide in ethanol is correctly marked ag product? Rio (i Br _C,H,0Ne, i CH, GH:OH Siar” 4 Oho, Minor a oy (aj | C,H,0Na (ii) CH CCH “cae * CH, = ee +CH;—C=cucy, aes CH, CH, (Mino) nis} CH; CH; GHONa (iii) Ch a CH:CHs Sion? CH; Br CH; CH CH,— re CH—CH, + oH me oe CHs— pi C—CH,— CH, ) CH. (Mine) (a) Only (i) and (ii) (b) Only (i) and (ii) (c) Only (ii) and (iii) (4) only (ii). Match the reactions given in column I with the type of reaction mentioned in column I and mark the appropriate choice. oleae Column Tl (A) [cH CH CCH, (i), | elimination Br CH; + C)H,ONa—> ocl CULE Far CHS CH, ®) | cxcrtgpr NOH, |G) [Sut muceonhi 7 substitution CH,CH,OH, Sy2 nucleophilic substitution (CH,CH= CH, + HBr| (iii) Peroxide ae CH,CH,CH,Br (©) (D)|CH, —CHyBr+ | (iv) |Kharasch effet alc. KOH —> CH, = CH,ay ye 3 (vs B) > Ws (©) Gi, (D) + (ay (0 y= id (B) Gi, ©) > Gv), (D) (i) © fA) (s(B)> Gis (C) Gi), (D) > (i * (A) is B) +. (©) > Gi, (D) > Gy) say! chloride produces a single alkene on «Mon with sodium ethoxide and ethanol, The ene further undergoes hydrogenation to yield | He ylbutane. Identify the allyl chloride amongst yollowing compounds, Hy CICHsCH(CH,)CHsCH, r (CICH;CH,CH2CH, () CICH:CH(CH3)CH,CH, i @ CH,C(CI)(CH3)CH,CH, | ag Reaction of trans-2-phenyl-1-bromocyclopentane qn reaction with alcoholic KOH produces | @) 4-phenylcyclopentene 0) 2-phenylcyclopentene (¢) l-phenylcyclopentene (@) 3phenylcyclopentene. i poke and Hoarenes Identify (Z) in the following reaction series, Alcoholic Bry, KCN, CHIon 2? O—> MES (2) CH, —CH, (@ CH,—CH,—CN (b) | ~ | CN CN CH,—CH, CH=CH @ | | (d) | Br OCN Br CN 7B. The ease of dehydrohalogenation of alkyl halide | 84. with alcoholic KOH is iz @ 3°<2°<1° (b) 3°>2°>1° (©) 3°<2>1° (a) 3°>2°<1° ®, Elimination of bromine from 2-bromobutane | rests in the formation of @) equimolar mixture of 1 and 2-butene () predominantly 2-butene (©) predominantly 1-butene | (@) predominantly 2-butyne. / ©. Which of the following products does not match | “orrectly with the reaction? § cH,cH=c(CH,), + HBr—> ky CH, — CH COB » Se cia + NaOH > 235 (©) (CH,);CBr+KOH twat, CH; CHy— ba (CH, + H,0 + KBr (d) CH;CH,CH=CH, + HBr este» CH,CH,—CH—CH, be se KOH, y _HBr . a pele ere ogre yz Peroxide? ¥ Keene Br In the given reaction what will be the final product? (a) CH,CH,CH,I (b) CH,CHICH,] (c) CH,CH,CH,CH,CH; (d) CH;CH,CHI, 82. Grignard reagent, a very useful starting compound fora number of organic reactions can be prepared by (a) reaction of alkyl halides with a solution of magnesium hydroxide reaction of alkyl halides with dry magnesium powder in presence of dry ether (0) reaction of MgCl with ether and alcohol (d) reaction of alkyl halide with magnesium in presence of alcohol. ) .. The order of reactivities of methyl halides in the formation of Grignard reagent is (a) CHyl > CH3Br > CH3Cl (b). CH,Cl > CH;Br > CH31 (©) CHsBr > CH,Cl> CHI (d) CH,Br > CHI > CHCl Identify the products X and Y in the given reaction, CHj—CH—CH, + Mg 280% 72° 5 y be (a) X= CH,;—CH—CH.Mg, ¥ = CH;CH,CH,OH t () X= Hy CH=CH Y= chy FH—GH a MgBr D (6), X= cH — FHC Ye Cis Gis CH, MgBr oD (d) X= ey eee. Y= eae Br OH 7 . Alkyl halides react with metallic sodium in dry ether producing (@) alkanes with same number of carbon atoms (b) alkanes with double the number ofcarbon atoms (©). alkenes with triple the number of carbon atoms (@) alkenes with same number of carbon atoms.86. On treating a mixture of two alkyl halides with | 87. 88. 89. 91. i Chlorobenzene on treatm sodium metal in dry ether, 2- as nents eh oa Groep ce, 2-methylpropane was ether gives diphenyl. The name of the ne (a) 2-chloropropane and chloromethane (0). Fistig.reactiony (b) 2-chloropropane and chloroethane | (b) Warte-Fittig reaction (c) chloromethane and chloroethane (c) Sandmeyer reaction (d) chloromethane and 1-chloropropane. (d) Gattermann reaction, Primary alkyl halide, C,HyBr (X) reacts with alc. KOH to give compound (Y). (Y) reacts with Hp; to gi Bive: Teaction jg compound i , i i con a al (2) which is an isomer of (X). When (X) reacts with Na metal it gives compounds (P), (x), is x ve Zz P Br (a) CH;—CH—CH,Br CH;—C=CH, CH,—C—CH. CHie I 5 5 CH CH; CH; (b) CHjCH,CH,CH3Br CH;CH = CHCH; CHF CH,CH; Br (c) Bae tie. ‘CH,CH,, CH;CH = CHCH; CH;CH,CH,CH,Br Br (ad) Soar CH,Br CH,CH = CHCH; Chi ieee CH CH, Br Tertiary butyl bromide on reaction with sodium al methoxide mainly gives on NO, (a) tert-butyl ethyl ether (b) 2-methylpropene (ii) (©) propene (d) iso-propyl alcohol. . Aryl halides are less reactive towards nucleophilic lp it pd ON substitution reactions as compared to alkyl halides _ @ aie, a # a due to a a e (a) formation ofa less stable carbonium ion in aryl | (c) (i) > Gii) > Git) halides (d) (i) > Gii) > Gi) (b) resonance stabilisation in aryl halides |. Match the column I with column II and mark the (©) presence of double bonds in alkylhalides appropriate choice. (@) inductive effect in aryl halides. | Column I Chlorobenzene can be converted into phenol by heating in aqueous sodium hydroxide solution at a temperature of 623 K and a pressure of 300 | atm. However the rate of reaction can be increased _ (A) al by presence of certain groups in benzene ring. — What will be the order of reactivity of following | an compounds towards the above substitution reaction? (8) | cL OH 300 at NO, | cl a , | NO, @, Gi) ‘NO, NO, iia ra CH,—Br & ee 2H). ®) > (), O50, 0) a ) (A) > (iii), (B) > Gv), (C) > (ii), (D) > (iy (9 (4) Gi) B) > @), (C) > (itd), (D) > iv) {@) (A) @, (B) > (iii), (C) > (iv), (D) > (ii) g. The end product (Q) in the following sequence of reactions is OF, p_Nattber, 6 Cl me Oo, OO »O 4, Which of the following reactions is not correctly matched? (@) 2CG)H.Br + 2Na dry ether Hyp + 2NaBr; ‘Wurtz reaction (0) CH,Br + AgF —> CH,F + AgBr; Etard reaction deyether, (0) CHi,Br + 2Na + BrC;Hs 237 TB Polyhalogen Compounds 95. Chloroform is kept in dark coloured bottles because. (a) it reacts with clear glass (b) it undergoes chlorination in transparent glass bottles (©) itis oxidised to poisonous gas, phosgenein sunlight | @) itstarts burning when exposed to sunlight. . Triiodomethane has antiseptic property because of (a) liberation of iodoform (b) liberation of free iodine (c) formation of phosgene gas (d) none of these. 97. The fire extinguisher ‘pyrene contains (a) carbon dioxide (b) carbon disulphide (©) carbon tetrachloride (d) chloroform. An organic halogen compound which is used as refrigerant in refrigerators and air conditioners is (a) BHC (b) CC (c) freon (4) CHCl, ). Which one is correct? (a) Freon-14 is CE,, Freon-13 is CF,Cl, Freon-12 is CE,Cl, and Freon-I1 is CECI. (b) Freons are chlorofluorocarbons. (©) Freons are used as refrigerants. (@) All the above. 98, 100. Match the column I with column TI and mark the appropriate choice. Column I Column II Carbon (A) Tretrachloride |{i) _|Paint remover (@) [Methylene 1). [Refrigerators and air chloride conditioners © [pot (iii) |Fire-extinguisher (D) |Freons (iy) a Nes iedeeracia Insecticide CgH.C,H, + 2NaBr; Wurtz-Fittig reaction (8) 2¢.H.Br+2Na—S 8" > CoH, — C,H + 2NaBrs Fittig reaction heck your score! your score it > 90% VY excenLent! 30-81% very coop! w7% WV coon! 70-61% J] MEDIOCRE! (@) (A) > ii), (B) > Gi), ©) > @, (D) > (b) (A) > (iv), 8) > iii), (C) > Gi), (D) 3 (© (A) >), 8) Wi), © > Gi), (D) > (iv) (d) (A) > ii), (B) > (i), (C) > (iv), (D) > (ii), |» Move onto the next chapter You mastered this chapter Concepts are 4 on Concepts are on your = Move onto the next chapter You have a good command over this chapter - Move onto the next chapter Bu on forget to revise ; = Mom nt te ne forget to revise again after 10 days and + Stila wide scope to gain more from this chapter. Revise again! <2 Y yor sarsaconn Golan tended a eha This section is exclus Exam § sively designed for NEI * cOrer ET | JEE | CUET | Board exams. peaCorner $in the following questions, a statement of nis followed by a statement of reason, Mark the choice 25: ath assertion and reason are true and reason is correct explanation of assertion, ipoth assertion and reason are true but reason is 1 the correct explanation of assertion, ifassetion is true but reason is false, igbot assertion and reason are false, _ setion: CH= CH—CH,— Xsan example of aly{ halides. Reason : These are the compounds in which the talogen atom is bonded to an sp” hybridised carbon atom. | Assertion : Common name of 1,1-dichloroethane isethylidene chloride. Reason : Ethylidene chloride is a gem-dihalide. | Astertion : Aryl halides cannot he prepared ty replacement of hydroxyl group of phenol by halogen atom. Reason : Phenols react with halogen acids violently {Assertion : On free radical monochlorination of (CHi,),CHCH,CH, four monochloro structural isomers are possible Reason :In (CH;)CHCH,CHs there are four different ‘ypss of hydrogen atoms. 4 Assertion : Melting points of isomeric dihalo- benzenes are nearly the same. Reason : Isomeric dihalobenzenes have different molecular masses. © Assertion : The boiling point of the compounds increases in the ord opropyichloride < 1-Chloropropane < 1-Chlorobutane. mn: Boiling point depends upon the molecular Tass and surface area. 1 in ion : Haloalkanes react with KCN to form jp ranides as main product while with AgCN ‘lSocyanide as the main product. 1 +KCN and AgCN, both are ionic compounds. te + The order of reactivity of alkyl halides halide S81 Teaction is tertiary halide > secondary egg inary halide. , The reaction follows carbocation mechanism. ; + Syl reactions are generally carried out in polar protic solvents (like water, alcohol, acetic acid, etc.) Reason : C,H;CH(CgHis)Br is less reactive than (CcHsCH(CHs)Br in Syl reactions. Assertion : Sy? reaction proceeds with racemisation while Sy1 reaction proceeds with complete stereochemical inversion. Reason : $y2 is two steps reaction while Syl is one step reaction. 10. Br Assertion : ci, cHcH, on reaction with alcoholic KOH gives CH|CH=CHCH; as a result of dehydrohalogenation. Reason : Elimination reaction takes place in accordance with Markovnikov's rule. Ht 12, Assertion: Aryl halides are highly reactive towards nucleophilic substitution reactions. Reason : In case of haloarenes, halogen atom is attached to sp hybridised carbon atom. Assertion : Replacement of -Cl group by -OH in chlorobenzene is easier if nitro group is present in the ring Reason : Nitro group leads to strengthening of the C—Cl bond in chlorobenzene. 13. 14, Assertion : Electrophilic substitution reactions in haloarenes occur slowly and require more drastic conditions as compared to those in benzene. Reason : Halogens are ortho and para-directors. Assertion : Chloroform is stored in dark coloured bottles Reason : Chronic chloroform exposure may cause damage to the liver and kidneys. [EEEEEREH Questions Read the given passages and answer the following questions. @ The replacement of one or more hydrogen atoms in hydrocarbon with halogen results in the formation of a halogen derivative of the hydrocarbon. In case the hydrocarbon is aliphatic, the product is haloalkane and in case of aromatic hydrocarbons, the product is haloarene. Inthe common system, aliphatic halogen derivatives are named as alkyl halides. The words n-, sec-, tert-, iso- and neo- are usually used in writing the common names. In IUPAC system, they areconsidered as deri and are named as, jaloarenes are and its position, Parent aromatic ames, the rela vatives of corresponding alkanes haloalkanes, named by prefixing the halogen } iF necessary, to the name of the compound. In writing the common Hive positions of the substituents AU1, 2: 1, 3~ and 1, 4 positions are indicated by prefixes Ortho(o~), meta(m=) and para(p-) Pespectively. ‘The IUPAC name of the given compound is cH, > C- Br is wr CH, -CH,Br (a) 1.3-dibromo-3-methylbutane (b)_3-methyl-1,2-dibromobutane (6) 3-methyl-1,3-dibromopropane {d) None of these. The IUPAC name of the given compound is CH, CH, H H Br CH. (a) 3-bromo-2-methylbut-I-ene (b) 4-bromo-3-methylpent-2-ene (©) L-bromo-2-methylbut-2-ene {@) None of these. ‘The structure of 1-bromo-4-sec-butyl-2-methyl- benzene is » Hy i () eo () Of tt ,C-CH—CH,—CH, i f Br Hy © , (@) ea ‘CH,—CH—CH,CH, CH,-CH, i so-butyl chloride in IUPAC is named as. (a) 1-chloro-2-methylbutane (b) 1-chioro-2-methylpropane {c)_ 2-chlorobutane (4) 2-chloro-2-methylpropane. i Which of the following is not an allylic halide? : {a) 4-bromopent-2-ene | 0 3-bromo-2-methylbut-1-ene | (c)_ 1-bromobut-2-ene | (4) 4-bromobut-1-ene I haloalkanes with B-hydrogen atoms are heated cs cobs OMA key icon departs ' to form alkenes, 4 B-climinations at B:position 6 because ® Fan f the "ag Haloathane HCH Be + Kony Aromoethane In case, the haloalka Male) Oy, line cy halide in two different = tli is the one which is ma ne ret : rn doubly bonded cond a Ny known as Saytzef’ rule, has H-CH,Br i th-koH Br ‘NaNH, >A or a aia Aand Bare CH=CH, (a) -O +s C=CH (b) “Oy 1 B=(C ed '=CH © a owe @ Os. o™ Identify the set of reagent/eacton di and ‘Y in the following set of tansrmane CH,—CH,—CH, Br “eres 1 oh 0 Bs ' (a) X= dilute aqueous NaOH, 206, Y= HBr/acetic acid, 20°C (b) X= concentrated alcoholic NaOH, Wt. [Br/acetic acid, 20°C (0) X= dilute aqueous NaOH, 20: =Br/CHClyOC gt (a). X= concentrated alcoholic Y= Br/CHCh,0°C In the following sees be cee KOH (ak) CH,CH,CH,Br ——— (4) The product (C) is (a) propene (©) propan-I-ol ‘Thecompound (A) CcHis™ givesese ar Hore = CH— CHs Fie i nd (A) could be 1H gy -CHO! CHsCHy—CH,—CH, @ 7 ctiy-CHCI-CH,—CH,—CH, i 8 ee CHC CoH sroduct (X) of the reaction CBr + KOH ths x4 KBr+ HO is 4 -methylpropene (b) but-2-ene 4 O pmethy-but-2-ene (2) but-L-ne, oe [AMAT Questions parte foiowing questions a5 integer or numeri wl CH; yt ‘OH -H.0 |. CH Bry, CC, (F] ——>CHBr S such products are possible ‘he number of possible structures of F is 1 Among the given compounds, the number of compounds that will not give white precipitate vith AgNO is __. i) CHCH,Br (ii), CHyCH,Cl a CH,CL (ii) CH,=CH - Cl (iv) oO w Oo (vi) CHI, \ ‘The number of possible enantiomeric pairs that can be produced during monochlorination of Amethyibutane is __—. € ‘Among the following alkyl halides, the total number Which react with Sy mechanism is ——_ (GiB, CH,CH,Br, CHjCHCH2I, (CHs)sC— Bn ICH,CH=CH,, C,HCHBr, CoHs—CHBr— CH, CH,CH=CHCH,Cl CH, Gaal How many chiral centres are present in product P? ee includes Olympiads & Higher Order Thinking estions, * the following Sy2 reactions i +¥— 5 R-¥+X MW, RX+¥Y—9R-Y4X ML. RX*+ ¥—5R-Y+X IV, RX*+Y¥—9R-V+X In which reactions there is large increase and large decrease in rate of reaction respectively with increase in polarity of the solvent? (a) Mand tT (b) Hand IV (c) Tand IV (d) WandI 364 g of 1,1,2,2-tetrachloropropane was heated with zinc dust and the product was bubbled through ammoniacal AgNO. What is the weight of precipitate obtained? (a) 300g (b) 294g (©) 28.08 (a) 25.78 CyHyCl,(A) 88 20H, (By Midseason’ (C) INH, igdoform + acid salt (D) In the given sequence of reaction, what would be the structure of (A)? (a) PhCOCH, (b) PhCH(OH)CH; () PhCOONa (d) PhC(Cl),CHs Cyclobutyl bromide on treatment with magnesium indry ether formsan organometallic compound (A). “The organometallic compound reacts with ethanal to give an alcohol (B) after mild acidification. Prolonged treatment of alcohol (B) with an equivalent amount of HBr gives (C). What will be the product ‘C? (a) 1-Chloro-1-ethyleyclopentane (b) 1-Bromo-1-methylcyclopentane (0) 3-Bromo-2-methylcyclopentane (d) None of these. Bottles containing C,Hsl and C.HsCH21 lost their original labels. They were labelled A and B for testing. A and B were separately taken in test tubes and boiled with NaOH solution. The end solution in each tube was made acidic with dilute HNO} and some AgNO; solution added. Solution B gave a yellow precipitate. Which one of the following statements is true for the experiment? (a) Addition of HNO; was unnecessary. (b) A was CsHsI (¢) Awas CoHsCHaI (@) Aand Beant be predicted by this experiment. 0,0852.g of an organic halide (A) when dissolved in 2.0 g of camphor, the melting point of the mixture ‘was found to be 167°C. Compound (A) when heated with sodium gives a gas (B). 280 mL of gas (B) at STP weighs 0.375 g. What would be ‘A’ in the whole process? (K; for camphor = 40, m.pt. of camphor = 179°C, (a) GHBr (©) (CHy),CHI (b) CHI (a) CsH,Br5. ‘Major product ‘B’ of the following reaction sequence is Br, HL -C=CH-CH) > A> B a I CH CH G07 (imajor product) CH, He ir (@) CHy—C—CH-CH, (b) CH)—-@-CH—CHs CH; CHs Br OH Br © cH tier @ cH H—CH, Gis CHS (/EE Main) | Which of the following is suitable to synthesize chlorobenzene? (a) Benzene, Cl,, anhydrous AICI; (b) Phenol, NaNO,, HCI, CuCl »HClheating Hs © oO ,HCL @ or (EET) ‘The major product formed in dehydrohalogenation . reaction of 2-bromopentane is pent-2-ene. This product formation is based on? (a) Huckel’s Rule (b) Saytzeff’s Rule (c) Hund’s Rule (d) Hofmann Rule(NEET) ‘The incorrect statement regarding chirality is (a) Syl reaction yields 1: 1 mixture of both enantiomers (b) the product obtained by Sy2 reaction of haloalkane having chirality at the reactive site shows inversion of configuration (c) enantiomers are superimposable mirror images of each other (d) aracemic mixture shows zero optical rotation. (NEET) Product ‘A’ of following sequence of reactions is Bry Fe pi i* fe Agent Pi ‘Major Product (i) ale. KOH c ia (b) | HK (d) Ha (JEE Main) i i i i { i : © 1 Ss G his section Includes previous years’ PMTS ‘and JEE Main questions bawed on NCERT core aprye ‘The major product in the reaction ve wr ch—¢-O+ KO—C—CH, —» 5 CH; CH, (a) t-butyl ethyl ether (b) 2,2-himethylbu (c) 2-methylpent-I-ene (d) 2-methylprop.1 eng. WE, The correct sequence of bond enthalpy of ¢_ bond is : (a) CHj—Cl > CHsF > CH3~Br > CHy-y (b) CHs-P < CHs-Cl < CHs—Br < CHy=y (0) CHs-F > CHs—Cl > CHy—Br > CHy-y (d) CHy-F < CHyCl > CHy~Br > CH= gy ‘The major product of the following reaction ig 1H cl aS NaOH Ggon” Major product cH, Hs (a) ) f ‘OH H Con © () (Yee ny HO CH, CH; TUPAC name of CH;—C—C—CHy is CH; cl (a) 3-chloro-2, 2, 3-trimethylbutane (b) 2-tert-butyl-2-chloropropane (c)_ 1-chloro-1, 1-dimethyl-2,2-dimethylpropane (d) 2-chloro-2, 3, 3-trimethylbutane. The hydrolysis reaction that takes place at the slowest rate, among the following is @) Co ae CH CH, HCC NaOH (6) H,c~cH,—c1 22> aq. (c) H,C=CH—CH,Cl———? c=anes and Hooarenes order for reaction with alcoholic KOH is ie Br id 3 Gi) O ypwrty (0) I> tl> tity @ Vit> ii! (d) i> iv> ii > tam) (1 pound Cry undergoes the fllowing yp icions ¢ a 0s, 4p B p ZalHal, ¢ set C is ne rotolene -bromotoluene 5 $bromo-2,46-trichlorotoluene ppromotoluene. (EET) jon : Chlorobenzene is more reactive than Gi) 14, i 15. 245 (0) Ifassertion is true but reason is false, (d) Ifboth assertion and reason are false. (AIMS) ‘The compounds A and B in the following reaction are respectively HCHO + HCL. A ‘AgCN. B (a) A=benzyl chloride, B = benzyl isocyanide enzyl alcohol, B= benzyl isocyanide enzy/l alcohol, B= benzyl cyanide (d) A= benzyl chloride, B = benzyl cyanide (JE Main) ‘The major product of the following reaction is Br. KOH ake (exes, Ph: B ir jae etowards the electrophilic substitution reaction. 4 fn Resonance destabilises the carbocation. (a) If both assertion and reason are true and (a) nw (b) sean fesson isthe correct explanation of assertion Z {fboth assertion and reason are true but reason Wey i isnot the correct explanation of assertion. () Pa~ (a) PhS (EE Main) ANSWER KEY yCQs Corner L@2 @)3 4 () 5 (b) 6 (a) 7% (b) & (a) 9 (c) 10. (d) 11. (4) 12, (b) 13. (c) 14. (a) 15. (a) f(b) 17. (c) 18. (c) 19. (c) 20. (b) 21. (b) 22. (a) 23. (d) 24, (a) 25. (a) 26. (a) 27. (b) 28. (c) 29. (b) 30. (d) L (b) 32. (2) 33. (c) 34. (cd) 35. (b) 36. (d) 37. (a) 38. (a) 39. (c) 40. (c) 41. (A) 42. (a) 43. (b) 44. (b) 45. (a) & (@) 47. (d) 48. (b) 49. (b) 50. (a) 51. (c) 52. (a) 53. (c) 54. (d) 55. (c) 56. (b) 57. (b) 58. (c) 59. (d) 60. (a) l(b) 62. (c) 63. (d) 64. (a) 65. (d} 66. (a) 67. (b) 68. (a) 69, (a) 70. (b) 71. (b) 72. (€) 73. (c) 74. (b) 75. © K (d) 77. (b) 78. (b) 79. (b) 80. (d) 81. (a) 82. (b) 83. (a) 84. (b) 85. (b) 86. (a) 87. (a) 88. (a) 89. (b) 90. (b) La) 92. (b) 93, (c) 94. (b) 95. (c) 96. (b) 97. (c) 98. (c) 99. (4) 100d) . a Exemplar Problems 2 (3 (a) 4. (b) 5. (a) 6 (a) 7% (@) 8 (©) 9 (b) 10. (a) 11. (b) 12. a . . . (a) 13. (b) 14 s a V7 (8) 18, (Q) 19. (b) 20. (@) 24. (©) 22 (@) 23. (@) 24. (b) 25. (a) 26. () 27. (@) 28. @ 29. o * o Bam Scorer Maer hs O54 5 DE OZ OF M% OUOLE 2@ BO 4 O15 L H2 i a: 4 HS. 6 7 O& @Y% (© 10) b Questic si O24 5 0 Ps Comer é 6) 2H3 @4 Hs ww M2 4 5 WE M7 O& OX @ 10. ( : . (@) 11. (&) 12. (a) 13, (@) 14, (@) 15. (@) — ‘4ity. Stronger isthe s strength of ligand, greater ee WuGG Objective NCERT at you, Finger ips CN is a strong field ligand thus, it causes pairing o in 3d-orbital. 1 Of lectrong sorbed by the complex. Hence, the order is: i e i(t4,O)(em)F* > [NWCH,0),()P* [Mn(CN)g]>-: (Ar) [ELT Taal 6 a ® ke z Se op bys ding to spectrochemical series, oF¢ faa : (Mn(CN),]* has d?sp? hybridisation strength is ‘Thus, [Mn(CN),] sp” hybridisation and bas octahedy SCN" < F< C,0,* < CN" nediaminetetraacetate ion (EDTA*) is an dentate ligand. It can bind through two + oxygen atoms to a central metal ion. Hybridisation a 3 dsp? pe in only magnetic moment is 4.90 B.M. which number of unpaired electrons is four (n= 4) 7 = yn(n+2) BM. TLTLTLTT1): the two possibilities are he ‘Tetrahedral & TtTt) 1 CFS] ion no. of Ni in [Ni(CO),] = 0 Ni in [Ni(CN),]* = +2 is a hexadentate ligand. It forms complex |in the ratio 1 : 1 in which it binds through sand four oxygen atoms. (en),}, exhibit geometrical isomerism, as number of Co is 6 and this compound has t (optically active) (CN),] complex, Fe is in +2 oxidation state, | “ t field ligand, it causes pairing of electrons ¢ configuration of Fe” in K,(Fe(CN),] is Lie f Ma be x. = r=43 tion of Mn: [Ar]4eta tion of Mn; [Ar]3d* geometry. 17. (a): The greater the negative charge on the car complex, the more easy it would befor the metal operon! electrons to participate in the back bonding, the higher wa bethe M—C bond order and simultaneously there wow larger reduction in the C—O bond order. Thus, [Fe(contt has the lowest C—O bond order means the longest bag length. 18. (b): Dissociation constants the reciprocal ofthe tab constant (B= 1/K). y Overall complex dissociation equilibrium constant, (a) Haloalkanes and Haloarenes Lo. MCQs Corner CH, 5 | I aCe CH, (1° halide) 2 (a) 3. _(d): Allylic halides are those compounds in which the halogen atoms is bonded to an sp?-hybridised carbon atom next to carbon-carbon double bond. 4 © 5b) / i, 6 (a): Hoel “cH, TUPAC Name : 2-Chloro-2-methylpropane 7 (b) 8 @) | @: cada Gi, cu,—én, 3-Chloro-3-methylpentane (tert-haloalkane) 10. (d) On @: Br HE—cH.cH, CH, 3 -Bromo-21-sethyipopyiyciti et) | Hints & Explanations In haloarenes, carbon of C — X is sp? hybridised 1 paoalkanes itis sp? hybridised. # H | 6 nybridised a hybridised C x 4 BO CH a I - Lachydr cos cH +HCI—+ cH,cHCucH, “2S oH 2°-Carbocation cH, CH, i een OCT CH “> CH, CHC, + CHL CH TCH, 3+-Carbocation a cu,cl Major Minor 14. (a) 15, (a): All the hydrogen atoms in 2, 2-dimethylpropane are equivalent, hence it can form only one monochlorinated product. 16. (0) 17. (€): Alkenes undergo electrophilic addition with hydrogen halide. 18. (©) 19, (@) : Markoynikov’s rule is followed for addition of HX (X=halogen) on asymmetric alkenes. CH,CH = CH, + HBr — (CH,—CH—CH, + CH, — CH, — CH,Br (Minor) Be (50) 20. (b) 21, (b): CH,Br+ AgE—> CH,E + AgBr This reaction is known as Swarts reaction. CH; a CH, : a n. ©) +cl, =, (6) + ad a wo Hyg 23. (a): =r ‘These isomers are easily separated due to large difference in their melting points. All other options are also correct. 4, (@) 25. (a) 26. (a) : Order of dipole moment is CH,Cl> CH,CI, > CHCI, > CCl, 27. (b): For the same halogen, boiling point of alky! halide ‘decreases as the size of the alkyl group decreases, Forisomericalkyl halides, b increases. So the decreasing order of boiling point is CH,CH,CH,CH,Cl > CH,CH,CH,Cl > CH,CH(CH,)CH,Cl> (CH,),CCL | %8. (©) : (CH,),CCl > (CH,),CHCH,Cl is not correct lle ing point decreases as branching _ 439 as boling point of (CH, ,CClis smaller than (CH,),CHCH, Cl Tt is due to large surface area and shorter alkyl chain. 29. (0) - 30. (d) + p-isomer is symmetrical hence clos which it shows higher melting point than o- and m- isor 31. (b): Though polar, alkyl halides cannot form hydrogen bonds with water hence they are insoluble in water. : a ‘stronger nucleophile from the ‘carbon ens Seek ied tthe formation of C—Cbond which more stable than C—N bond. 33. (o) : RX+AgCN—> rg + Ag sely packed due to mers. RX+KCN— RCN + KX @) Both C and N can donate electron pairs. Since KCN is predominantly ionic and C—C bond is more stable than CEN bond in case of KCN, attack takes place through carbon atom. . {AgCN is predominantly covalent hence only nitrogen pair is available for bonding resulting in formation of isocyanide, 34. (d): CH,CH,CH,Cl+ KCN —> CH,CH,CH,CN + KCl Propyl chloride Butane nitrile 35. (b): CjH,Cl + KOH (4 —? CzH,OH + KCL 36. (d 37 @) 38. @) 39. (c) : CjHjBr+ KCN —4 CyH,CN + KBr Propane nile 40. (c) 41. (d) 42. (a): Inversion of configuration takes place in Sy2 mechanism 43, (b): In tertiary alkyl halides steric hindrance does not allow substitution by $,2 mechanism in which the nucleophile attacks on the carbon atom and the reaction takes place in single step. 44, (b): The reactivity of different alkyl halides towards $,.2 reaction decreases in the order : methyl halides > 1° halides > 2° halides > 3° halides. ‘Since, 2-bromo-2-methylbutane is a tertiary bromide hence it is least reactive among the given, 45. (a) 46. (d): The alkyl halides are highly reactive, the order of reactivity is Todide > Bromide > Chloride (nature of the halogen atom). ‘Tertiary > Secondary > Primary. ‘Thus, 2-bromopropane is the most reactive. 47, (d): CH,Br + KCN —> C,H,CN + KBr Due to ionic nature, the attack by CN” occurs through CC atom and alkyl cyanide is formed. 48. (b): Syl reaction rate depends upon the stability of the carbocation, Me Me AY > MOY > Mr Br Br (B) © (4) 49, (b): InS,1 reaction, rate of substitution depends only on the concentration of substrate. In case af Sy! reaction there is racemisation. S.1 reaction will be fates ifcarbocation formed | is more stable.(a) : Sy! reaction proceeds with racemisation. SI, (€)« Solvolysis is related to stability of carbocation 2a ned and among these benzyl carbocation is most stable. So. it will undergo solvolysis readily. 52, (a): Order of reactivity of different halo compounds towards nucleophilic substitution reactions are : allyl chloride > vinyl chloride > chlorobenzene. 53. (© 54. (d) '35._(c): Option (c) has asymmetric carbon atom which is joined to four different groups hence it will give optically active products or a pair of enantiomers. 56. (b): Aromatic halides are less reactive than alkyl or aralkyl halides. Hence, C,H,CH,Cl is the most reactive towards aq. NaOH. 57, () 58.) 89. (A) 60. (a): The alkyl halides are very reactive due to highly ised C-X bond with a large difference in electronegativities ‘of carbon and halogen atoms. The order of reactivity is iodides > bromides > chlorides > fluorides. 61. (b) 62. (0: CH, Ga Gs HC Sr C—O cH, CH, Br ou 2-Bromo 3, 3-dnetybuane 2.3-Dimeibutan 2 63. (d) 64. (2): On hydrolysis both gives different compounds. cu,c1— cH, cl > cH,011 — cH, OH Ethylene dichloride Glycol cance 8s cH CHC TEP, cH,CHO aylidene chloride Acetaldehyde 65. (@): cS ph Clly-C-CH,-Br->CHy-C -CHi+ BE q carbon G5 CH fae CHs-¢ ~CHty CH= CH 09 2KCN SS Fa Br. Bi Fay Be 77, (b): CoH Fa- Ge cN CN 78. (b) Br 79. (b): CH,CH,CHCH; 428 > cH,cH=CHCHs 2-Bromobutane 2-Butene (80%) + CH,CH,CH= CH ‘1-Butene (20%) In elimination reaction of alkyl halide major product is obtained according to Saytzeff’s rule, which states that when two alkenes may be formed, the alkene which is most substituted one predominates.Wats ii: coo 5 8 Elaatons (o): CH,CH,CH= CH, + HBr Pe 3 CHC, C436 g @:Cis-fH—O, A ccc, ih oe Foun?” HCH ea CHIL a oO: ona Mg—X Gaigased seagent 5) OCF OMe ec, Bs Made wo Locn-giay D a Enea RD > pk Na 5. Rt “Albis ioe Sodium ae a (CH,C1+ Na+ Saeed: 1% (a): “GomoO=-O0 88. (a) es CH—CH,—Br Ey ao, oe o ve 1 ». ag Cee = cH, ees ee 3. cH, 91 (a): The presence of an electron withdrawing group XO.) at othe and para-postions increases the reactivity % oo: Pee am i og" = OO 96. (b): “ddl deere omy pT de to the liberation of fee toi 208 wet Bux to wrtehorm itsel, 7. 8% 9 (. NCERT Exemplar Problems _ FA Lb): The reactivity of acobols towards halogen acids decreases in the ondex: 3° >> I 1 (d): 3" alcobols being most reactive, react with come. HOt room temperate. , 3, (a): This is Sandmeyer’s reaction and the prodect Ys tt | a4 (b) The reaction is clectrophilsc substizatson reaction. Ore OO x ee a (2): Direct chlorination of alkanes takes place im presence of sunlight (UV Hight). 7. (a): Density increases 2s the molecalar mass iocrezscs 8. (0): Boiling point increases 2s the branching decreases 2 ©) 10. (2) : Compound (2) is enantiomer of compound (1) because the configuration of two groups, ic, CH, and GH, in them is reversed atthe chiral carbom. 11. (b): In vicinal dihabides, halogen atoms are preseat om the adjacent carbon atoms. 12 13. (b): During chlorination of benzene, ankrwirons AICL,, being a Lewis acid helps in generation of the clectrophile CI" ce cosa, > asad Cease sp? bnybridised carbou ; or —ck : ‘Som complies ecm omy 4 o bo 16. (b)= Primary aly! halides prefer to undergo S,? react 17. (d): AsC— bond is weakes, (CH,),C—I will undergo Syl reaction most readily. 19.CH; CH; cl Fe @: +h > + ene ‘-Chlorotlvene Toh ort G p-Chloroesene 21. (2: CHCl + NH, —> CH,NH, + HCl hloriethane (exe) Methanamine Primary amine is obtained as a major product by taking large excess of ammonia 22, (a): CH,CH,—CH(Br)—CH,; 2-Bromobutane 23. (a) : Benzylic halides show high reactivity towards the Syl reaction. ‘The carbocation thus formed gets stabilised through resonance as shown in the figure, CH HO ees yh, ACH) CH) AP Ja (Gi) and (iii) carbon atoms are asymmetric. 25. (a) : In compound (1), Br is directly attached to chiral C atom thus, will give racemic mixture on nucleophilic substitution (§,1) by OH” ion. 26. (6) : Presence of electron withdrawing group (-NO,) increases the reactivity towards nucleophilic substitution and the effect at o-position is greater than at m-position. 27. (A); Presence of electron donating group (-CH,) decreases the reactivity towards nucleophilic substitution and the effect at o-position is greater than at m-position. 28, (d): More the number of electron withdrawing groups, more will be the reactivity. 29, (c): More the number of electron donating groups, lesser will be the reactivity. 30. (a) : Forthe same alkyl halide, boiling point increases as the mass of halogen increases. 31. (4): For the same halogen, boiling point increases as the size ofthe hydrocarbon part increases. "Exam Scorer 2! A&R Corner 1. (): Allyl halides are the compounds in which the hralogen atom is bonded to an sp? hybridised carbon atom. next to carbon-carbon double bond. 2 (a) 3. (@) +: Aryl halides cannot be prepared by replacing hydroxyl group of phenols because the carbon oxygen bond _ in phenols has a partial double bond character and is dificult to break being stronger than a single bond. 4 @ 5, (4): The para-isomers are high melting as compared thle rie aod meteors. Tle det penmery of para WtG Objective NCERT at your Fingertips isomers that they fit in crystal lattice better as compared to ortho- and meta-isomers. 6. a 8. 9. is more stable that stabilised by two PI in Syl reaction. 10. (4) ui. (¢): Eli Saytzeff’s rule. 12, (d): Aryl hi substitution reactions as bond character due to ‘Also halogen atom is a 13. (0): Nitro group isa leads to weakening of C— replace the Cl group. | 14, (b): Halogen atoi tendency to withdraw electrons a result, the ring ge benzene. 15. (b) : Chlorofors of light to an extremely is stored in dark bottles, (a) (0): KCN is ionic and AgCN is covalent. @) (o : Carbocation obtained from CyH,CH(CH,)Br wn C,H,CH(CH,)Br as CH,CH(C,H,) ig henyl groups and hence it is more reactive mination reaction takes placein accordance with alides are less reactive towards nucleophilic C—X bond acquires a partial double resonance. tached t0 5p? hybriised carbon tom, 1 electron withdrawing group which Clbond, hence makingiteasierto | sm because of its -I effect has some from the benzene ring, as ‘ts somewhat deactivated as compared to mis slowly oxidised by airinthe presence | poisonous gas phosgene. Therefore it Completely filed sothatairiskeptout, cH, esl (0): CH) C= CH, CH;—CH=CH, He. 20°C “wesc seg? CH — oH cH, 4. (0): CH,CH;CHBr Br Markovaikor’s product cH. —p, KOH (aed hh Che lie B= Chy— CH=CH, cacy) © Propa-2-l Only compound (c) can give 2-methyl-pent-2-ene g to Saytzeft’s rule, I (CH),C—Br + KOH qi.) —> CHj—C=CH, + KBr +, eis-2-Butene trans-2-Butene 1-Butene bo es deandlform —meso-form_ d-ané I-orm ‘Thus, we find 3 possible structures of F. 2. (4): (i) CH,CH,Br gives pale yellow ppt. with AgN( (i) CH,CH,Cl gives white ppt. with AgNO, (iii) CH,=CH—Cl does not give any ppt. with AgNO, as theres a partial double bond character between C - Clas a result of resonance. (Gv) CHCl also does not give any ppt. with AgNO, as it too has a partial double bond character between C - Clasa result of resonance. (¥) Benzyl chloride behaves as an alkyl halide and hence — ives white ppt. with AgNO,. (i). CHI, gives yellow ppt. with AgNO, 3. @): cH,-cH-cH, cH, a cH, 5 Chi,br- GH ~ CH,CH, + CH, -CH-CH - CH, cH, CH, Br 4. (5): Alkyl halides that can form 3°, allylic or benzylic ‘0.0852 ATXW 12x2 (A) undergoes Wurtz reaction to form (B) ie, 0, =142 Na (A) — (8) + NaX (B) is an alkane say C,H}, .2 280 mL of (B) weighs 0.375 gat NTP 0,375 22400 280 =30gatNTP 2. Muwt. of (B) = 30, 12n+2n+2=30, n=2 ‘Thus (B) is ethane and therefore (A) is CH,X- ‘The m.wt. of CH,X = 142 At. wt, of X= 127. -. Xisiodine Therefore, alkyl halide is CH, I. This reaction is 22400 mL of (B) weighs = 2CH,| > GH, ” @ (DUT exam Archive 0. (b): 1 Br 2, (a): Arenes react with halogens in the presence of a Lewis acid like anhydrous FeCl,, FeBr, or AICI, to yield haloarenes, eg, anty. AG, Ora Gone Benzene 3. It is an example of B-elimination, as the major product is 2-pentene more substituted) not I-pentene,hence | it follows Saytzeff’s rule. Br on™ Lise 7 Sayaetiprodct 2-Pentene 2-Bromopentane (major) am LPentene (exinor) 4. (©): Bnantiomers are non-superimposable mirror tages ofeach other. Enaomers poses identical physi properties namely, melting point, boiling point, refractive index, ec. They only differ with respectto the rotation of plane polarised light. Fone of the enantiomer is dextrorotatory, then other will be laevorotatory. CH, © O202020l 6 oO) > CF WEG Objective NCERT at your Fingertips a. Br 6. (@): # Butyl chloride undergoes elimination faster rather than substitution. CH, CH, I fier Paes | CH; — § — Cl Gii),coK Sm 2-Methylprop-I-ene 7, (@)2 The correct order of bond enthal CH,—F> CH, — Cl> CH, —Br> CHy cH, oH ew: ea pons eats CH; CH (a: fa ¢ CH, CH; C1 2-Chloro-2, 3,3-trimethylbutane 10. (a) : Aryl halides are less reactive as compared to allyl halides as the halogen atom in these compounds is firmly attached and cannot be replaced by nucleophiles such as OH”. NH}, etc. In chlorobenzene, the electron pair of chlorine atom is in conjugation with m-electrons of benzene ring. Thus, C—Cl bond acquires double bond character and is dificult to break. 11, (b): —Br is good leaving group than —Cl due to low bond dissociation energy of C—Br bond. 2° carbocation is more stable than 1° carbocation. More substituted alkene is more stable (Saytzeff’s rule). Lent a as eee Br na ID > Nw @ (ai) «) ) (more substituted (2° carbo- (2° carbo. (IPcarbo- alkene will be cation will cation will cation will formed) be formed) beformed) be formed) ahd CCL CH, Br () Br a 13. (d): Chlorobenzene is less reactive than ‘benzene towards the electrophilic substitution reactions due to -I-effet. CHC. Agen Benzyl chloride y CHNC (a) or Benzyl isocyanidepenis | Hits & Exponations 445 15 @) 13. (© : CHCOOC;Hs AEA cH,CH,OH + CyH,OH Br KOH (ale) 1 orm | eee Ph Ph Br cH, CHR 14. (0): ” Sc=0 + CHsMgl—> Somat cH Matg\ mapesion CHS” | ‘Acetone iodide CH; EV aU med n° cH, MCQs Corner °"Nc_on cH | L @ CH; isos (ert-Butylaleohol) 2 (0): CH,0,: CHOH, HO. i Ma aa CHO HO HC—CH 3 Co oO ee ps 15. (2) + CH Mg! > re 4 arm sae |-Phenylethanol CH; CHS 1 2.3-Dimethyl2. diol 16. (a): CH;—CH—C=0 + (CH3),CHMgl —> Iehas two tertiary alcoholic groups. es Isopropyl magnesium iodide 5. (a): Compounds containing —OH group directly icine attached to benzene ring are called phenolic compounds. i on OH oH i ; CH, OH (CH),cH—¢—OMsI E> (cH), CH OF CH(CH3)2 CH(CHy)y Benzenol _o-Cresol Catechol 2,4-Dimethylpentan-3-ol 6 (@) © 8. (a) rey aa @) me 9 (ae 7m oo CH;—CH—CH=CH, ——> CH;CH—CH—C! ‘Oleum i) Nal Tl ee Liga 19. (b): ew Tae CH; CH; OH % ‘o 3-Methylbut--ene 3-Methylbutan-2-0l Eee “The addition of HO in presence of acid takes place according CHy cs farkovnikov’s rule. i < CH-CH; HyC-C-O-O-H OH H n CH;CH)CH)BH; (CH;CH=CH) + (BH3))—> 1;CH,CHBH, +CH,COCH, aoa ‘Cumene ‘Cumene Phenol CH\CH=CH, m1 (Isopropylbenzene) hydroperoxide (CH,CH;CH,);B <> (CHsCH,CH, BH pee Hin TO) HopHiovOH” 23, (d) : Solubility of alcohols decreases with increase in size 3CH,CH,CH,OH + B(OH) ‘of alkyl group. Boiling points of alcohols increase with increase in the number of carbon atoms and decrease with increase of on branching in carbon chain. CH;C—OCH, CHyC—OCHy CHy ML. (34) ey 1 I i ° Hence, arr < Hc 0) Nabi i) SICH rlicHo ed CHyCH,FH—CH.OH CHy cua cHCH,CH,CH,OH CH; CH; 24, (C) (LIAIHy 0 25. (A) : KBr) + KB1Os9) ——> Bran) 12: (@) : RCOOH ~iy.9 > RCH,OH “Thisbrominereactswithphenolandgives2,4,6-tribromophenol. a» go Hahvahanes at Haloaranen £ ” AA — . pee ae a a * Ty section. 8 Td Previous Years Questions ow . REELS Prodct (Mae) @ paROARTWAlOS ® Gs g Teste gp ere @ Bart Sstene 8 uderidantical conditions, solvolysis of whieh of the gpiowing Substrate would lead to maximum aaasanen? ah & a a t{0)-n0, 0 ¢rf-0 a CH, 2% When cis-but-2-ene is treated with Br, in CCl, ‘madium the product formed will be {) @R 35) doromobutane ® RR SR) dbromobutane & @S, 3S) dibromobutane (9 Mature of (2, SR) and (25,38) dibromobutane "Nitalogen compounds ‘ 2. Chioopicin is obtained by the reaction of (Seam on carton tetrachloride Nive acid on chlorobenzene % Chering on prcric acid’ | (9 (tic acid on chloroform, Elimination reaction of 2Bromo-pentane to fort pentd-ene ta [NUeT.2020 (Phase-1)] (a) A-Blimination reaction (b) Foltowa Zaiteey rule (eo) Dehydrohalogenation reaction (a) Dehyiration reaction (H) @ 0), @) @ (0,4) @) (@h(O). (4) (4) (@). (0) (0) Which of the following will NOT undergo Sy1 reaction with OH? {NEET-2020 (Phase-2)] Hct Oy (2) CH, = CH-CH,Cl CH,CH,Cl @) (CHC @) ‘The alkane thet gives only one mono-chioro product ‘on chlorination with Cl, in presence of diffused ‘sunlight is [NEET.2019 (Odisha)] (1) tsopentane @) 2, 2dimethyibutane B) neopentane (4) mpentane: ‘The hydrolysis reaction that takes place at the slowest rate, among the following is [NEET-2019 (Odisha)} @ So Sia CH, Hy @) H,C-CH, -Cl 2 H,C- CH, -OH (4) H,C=CH-CH,ClS, 14. c=CH-CH,OH7 Among the follo the reaction that proceeds through an electrophilic substitution, is: INEET-2019] ” € \-ier S88C Voom @ CN. 0A C See i : 1 cl ® CN 020 ci a cl (4) C \- enone Ho—heat, 6 The compound C,H, undergoes the following reactions: [NEET-2018] C,H, 202! a_Salfe_,p__20HCi_,@ The product ‘C' is (1), mbromotoluene (2) o-bromotoluene (3) p-bromotoluene (4) 3-bromo-2,4,6-trichlorotoluene Identify A and predict the type of reaction OCH, NaNH, — Br OCH; ) QL and substitution reaction ate ‘NH, H NH, : and elimination addition reaction A [NEET-2017) 10 CH, Br @ and cine substitution reaction HH, 4) and cine substitution reaction Consider the reaction CH,CH,CH,Br + NaCN — CH,CH,CH,CN + jap, This reaction will be the fastest in INEET{Phase.2}2019 (1) Ethanol (2) Methanol @)_N, N’-dimethylformamide (DMF) (4) Water Which of the following biphenyl is optically active INEET-2019 CH @ ‘Two possible stereo-structures of CH,CHOH.COOH, which are optically active, are called [Re-AIPMT-2015) (1) Enantiomers (2) Mesomers (3) Diastereomers (4) Atropisomers In an S,1 reaction on chiral centres, there is ‘ . 204! (1) 100% retention (2) 100% inversion (3) 100% racemization (@) Inversion more than retention leading FO racemizationw ed jonisation shall give most stable carbonium ion? [AIPMT-2015], HY HC ca @ NH O onnc7# ea BEN cy H—Cl JN. @ #07 Noy, what products are formed when the following compound is treated with Br, in the presence of FB? 1s cH, [AIPMT-2014] CH, CH, Br () and CH, CH, Br cH, cH, Br Br @ and CH, CH, CH, CH Br 0) and cH, CH, Br cH, CH, (Onn O. cH, i Br CH, 4. Which of the following compounds will undergo acemisation when solution of KOH hydrolyses ? 0 ore (i) CHCH,CH,Cl cH, ra W) HogHcHcl —— (W) uta [AIPMT-2014] (1) Wand Gy (2) (ii) and (iv) 8) Gi) and (ivy (4) (wyonly cited ich of the following compounds, the C- cl 4: Haloalkanes and Haloarenes Inthe replacement reaction 3C-1+MF—»3C-F+MI The reaction will be most favourable if M happens to be [AIPMT (Mains)-2012] (1) Na @k @) Rb @u 16. Which of the following compounds undergoes nucleophilic substitution reaction most easily ? [AIPMT (Mains)-2014] i or cl «Q CH, oo 47. Consider the reactions () (CH,),CH-CH,Br Cyt 0H 840M, (CH,),CH-CH,OC,H, + HBr (i) (CH,),CH-CH,Br SHO", (CH,),CH-CH,OC,H, + Br The mechanismis of reactions (i) and (ji) are respectively IAIPMT (Mains)-2011] (1) S,2and s,2 Q) Sand S,1 @) 8,1 and 8,2 (4) Stand 8,4 18. The correct order of increasing reactivity of C-X bond towards nucleophile in the following compound is a x NO, I Oo I oO No, I (CH,),C-x IV. (CH)),CH-X IAIPMT (Preims)-2010] (1) I x, the product is [AIPMT (Mains)-2010] ()_C,H,CH,OCH,C,H, (2) C,H,CH,OH (3) CH,CH, (4) C,H,CH,CH,C,H, 21. Which of the following reactions is an example of nucleophilic substitution reaction? A [AIPMT (Prelims)-2009] (1) 2RX+2Na>R-R+2Nax (2) RX+H,—RH+HX (@) RX+Mg— RMox (4) RX +KOH > ROH + KX 22, H\C-CH-CH=CH, + HBr A by, ‘A (predominantly) is [AIPMT (Prelims)-2008] _ (0) CHe-GH-CHLCH, CH, Br (2) CH,-CH-CH,-CH,Br bn, ey (3) Crean CH, CH, “(4) Sara ae ir CH, 23. Ina S,2 substitution reaction of the type R-Brct —OME ¥R—ci+Br Which one of the following has the highest relative 24. 25. 26. 27. (1) CH,CH.Br “So Sia (@) CH,-CH;-CH,Br (3) CH,— a —CH,Br CH; ite (4) CHG CH,Br CH, How many stereoisomers does the my have? CH,CH= CHCH,CHBrCH, cul [AIPMT (Prelims) y (1) 2 (2) 4 @) 6 @) 8 If there is no rotation of plane polarized light by, compound in a specific solvent, thought to by chiral, it may mean that [AIPMT (Prelims)29m (1) The compound may be a racemic mixture 2) The compound is certainly a chiral (3) The compound is certainly meso (4) There is no compound in the solvent For the following ah b. Cr c. Br The increasing order of nucleophilicity would be [AIPMT (Prelims)-2001] () Br Product Me 2 Reaction Progress For PhCHDBr + KOH —> Product 4) & = Reaction Progress For Me,(Et) COTs + NH, —» Product Which will undergo fastest S,2 substitution reaction when treated with NaOH? CH, (1) HyC;—C—Br @H 7 aaa cH, Br Tis san nO MES Tt Pe end OBR na Trea]Given reaction ther Ope TeX heise (main product) ~ Y in the reaction is 37. (1) Hexane (2) Cyclohexane (3) Cyclohexyicyciohexane (4) Cyclohexylether Which one of the following alkyl bromides undergoes ‘most rapid solvolysis in methanol solution to give corresponding methyl ether? >=, o As, ) av Br Monobromination of 2-methylbutdne gives how many distinct isomers? (1) One (2) Two (3) Three (4) Four When CH,CH,CHCI, is treated with NaNH,, the product formed is (1) CH, - CH=CH, (2) CH,-C=CH NH, @) cHoH,cH lH, Ni cl @) cH.cH cH ‘NH, Grignard reagentis prepared by the reaction between (1) Magnesium and alkane (2) Magnesium and aromatic hydrocarbon (3) Zinc and alkyl halide (4) Magnesium and alkyl halide |. The following reaction is described as H.C — (CH,)s (CH,),CH, H b— Btls Hob: HC CH, (1) 8y2 @ s,0 @) $2 (4) Sy Qa 41. 42. 43, |. 2-Bromopentane is heated with potassium .(3) DCH,CH,CH,Cl 3. Which of the following is not chiral? Which of the following is used as an anti-knot in ethanol. The major product obtained ig (1) trans-pentene-2 (2) Pentene (@) 2ethoxypentane (4) cis-pentene.2 Which of the following compounds isnot ny (1) CHCHDCH,G! =) CH,CH, Clg, (4) CH,CHCicH, 0 ‘An organic compound A(C,H,Cl) on reaction yt diethyl ether gives a hydrocarbon whig jonochlorination gives only one chloro a Ais erage (1) tbutyl chloride (2) Secondary butyl chloride () Isobutyl chloride (4) butyl chloride Reactivity order ofhalides for dehydrohalogenatons (1!) R-F>R-Cl>R-Br>R-1 (2) R-1>R-Br>R-Cl>R-F @) R-l>R-Cl>R-Br>R-F (4) R-F>R-|>R-Br>R-Cl NaN NIH, cH,cH,cl “> x Stes y in the above reacting sequence is (1) CH,CH,CH,NHCOCH, (2) CH,CH,CH,NH, (8): CH,CH,CH,CONHCH, (4) CH,CH,CH,CONHCOCH, Which of the following is least reactive ina nucleophilic substitution reaction? (1) (CH,),C- cl (2) CH, = CHCI (3) CH,CH,CL (4) CH, = CHCHI (1) 2-hydroxypropanoic acid (2) 2-butanol (8) 2,3-dibromopentane (4) 3-bromopentane material? (1) Glyoxal (2) Freon (3) TEL (4) Ethy! aleohal(4) Be) 4 (4) = 1 @) 2 @-@2 2% () 10. (1) 1. (1) 12. 15. (3) 16. (4) 17. 2 18. (1) 19. omer zs (1) 24. (f) 25. (2) 26. 29. (3) 30. @ «=. 3. @ 32. Q) 33, 36. (3) 37. (3) 38. (2) - : ASSIGNMENT (Set-1) Section - A: > 10. 6 4) an) 8 @) a) 8 © 4 A 1% © Section - B: 4 (2) & @) 6 (© 7 ASSIGNMENT (Set-2) Section - A : Objective Type Questions an) a (3) See) nee) &° @) 9% 2 10. (2) 11. (2) 12. 15. (3) 16. (2) 17, (2) 18. (3) 19. 22. (4) 23. (1) 24. (4) 25. (2) 26. 29. (4) 30. (2) 31.) 32. (4) 33, 36. (2) 37. 2) 38.) 39. (2) 40, 43. (2) 44. (2) 45. (1) 46. (1) Section - B ; NCERT Based MCQs ae (3) 2 4) 3 (4) 4 (1) 5. 8 (1) 2 (4) 10. (4) 11. 4) 12. cn) LEVEL - II ASSIGNMENT Section - A : Objective Type Questions 1 2 ) 3 @) 4° @ 5. & @) 9 (2) 10. (4) 1. (1) 12 15. (4) 16. (4) 17. @) 18. (1) 19. 22. (2) 23. (4) 24. 2) 25. (2) 26. Section - B : Previous Years Questions 1 @ 2 4) 3.3) 4. @ 6. & 6) 9 6) 10. (1) 11. (4) 12 1. (3) 16. (3) 17. (1) 18. (1) 19, 2 (3) 23. (1) 24. (2) 25. (3) 26. aa) 8) 31. 3) 32, 3) 33. 36. 43. 30. @ 37, (2) 38. (4) 39. (1) 40. Q- 44. Q@ 4 @ 4 @) 10} @) @) (4) @) @) @) (1) (4) 4) (1) (4) @) 2) (4) @) @) 2) @) 8) @) (4) (1) @) 1. 20. 27. 41. 4) 4) 4 a). 2) ©) 4) @) 4) (1) @) @) (4) (4) (4) @) 8) (4) (1) 8) (8) (1) @) @) 14, &BR 21. 28. 3. 42. 4) () 2) ®) @ @) 0) () (4) (4) () () ()