0% found this document useful (0 votes)
36 views21 pages

Isomer Dpp-01 MSC

Isomer class 12th hsc

Uploaded by

VEDANT SUTAR
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF or read online on Scribd
0% found this document useful (0 votes)
36 views21 pages

Isomer Dpp-01 MSC

Isomer class 12th hsc

Uploaded by

VEDANT SUTAR
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF or read online on Scribd
You are on page 1/ 21
F | SOMERS (Structural & Stereoisomerism) evel Bed eo alan ae replace H, with D and H, with H poles CH ee HH, H——Br = ce ao : Cty replace Hi with D and H, with H = D Relation between (X) and (¥) is: (a) enantiomers (©) E and Z isomer \ (bY diastereomers (d) constitutional isomer . Which of the following cyclopentane derivative is optically inactive ? _ H OH H GY CHy Sen, @ ® \o =e H H ORGANIC CHEMISTRY for ites ‘pond axis of the compound 9 ‘Which is the most stable conformer along the 2,3 CC wc, @, ff) ) Hy : ; H °. 5 eee arr Hs pees © 4 /rain edn nin 0 orig 10. tee z = E Ncxyon | @E wz Wee @zz 5 Alegra, « common prescription drug wit the structure shown below, is given fo he eaten tse ages, How many steogenicebn does Alla Poses” 00H an. ‘ig 4 A HO" @1 2 ©3 i @4 12. 6. How many meso isomers of, wll be? ‘ @o @2 2 @3 7. The stable form of trans-1, 4dimethyleyclohexane is represented as: Hy zo © LD ® i CH, 13, CH; @ ° Lai, @ irom (Stricture &Stereotomern ‘g. Which fae ane cmt 2 ora (eee) compounds? HO-CH,-CH,-P @ oF ‘Which conformer of above compound is mx (@ staggered iis most table across, ~C. © gauche () exiped (arity (@ fal ecieed reopen ena ue Auorometolone,atercidalant-aflammator agent How many stereogenic centers does it contain? ah Ho Het Yow He # fuorometholone a @s 6 7 @s How many chiral carbons are therein Reserpine (an antipsychotic drug)? y o q Pp @s we 7 @s How many chiral centers are in the following compound ? 6 @7 4 ms Among the following, the opially inactive compound is: x ® Le @ H,cH, C7 é te HC You, © @ Hu) ‘COOH aS “ os #0! a sone ema ort Gy seetotte (4) 5 Unknown compound (A) i , mh Ox ie (ac) rereomers (@) Diast Ht H Boon (© Enantin 0 1H {© Meso compo © tain oo er 49, Which one of the followings irl io © {@) 1, 1 Dibromo-1-chloropropane = fi 1,3 tone. (© 1, 1Dibromo-3-chloropropane or ire 1 22, Anon folowing he Nes cna, hte @ 20 oer ons @os 21, The binaphthol (Bmp) is: 15. Which of the following compounds might be useful to the chemist trying to Increase the opis! purty ofthe (@) sample ? OH ee Ho Hoc © or ot < i an » 16. Which of the following molecules is (are) chiral ? oo ve \CH(CHS)2 6 o HC, 4H He, 4H (@) an optically active compound having chiral cet (b) an optically inactive compound (© ameso 1d site (@) an optically active compound witou hang il se ~ ow (a) and () Mand Iv @ 1,0, Wand VI © U,Wandvi Which ofthe following pais Br oa t of compounds is pair of enantiomers? “6D ‘The maximum number of stereoisomers thay co BOB m6 os @0 “The folowing pair of compounds is best described as: : () identical () diastereomers (©) enantiomers 3 the labeled carbons (a and b): ‘Determine the absolute configurations of @a= (@a=R;b=R (Q)a= following compound in chair form ? GT Em A nee @ (seein yoo? LT Oa=7 o Ey Which is the most stable chair form of ‘oe SSRGANTE CHEMISTRY for ee ' at Cees Lite ld exist for the compound below ? @ 16 (@ none of the above b=R (@a=S;b=S Which of the structures (a d) willbe produced if a “ting flip” occurs in the. fay H Ph Ph ae op © 1am The following compounds diferin respect of H Ho’ fA Ho 7 oe i {@) their chemical and physial properties © nothing (© the direction in which they rotate plane of pla i (@ thetriverncons wih moles . Indicate ‘each ofthe following pairs are identical, or? 0 of Th ney Br (@) enantiomers (©) identical (© enantiomers (@ enantiomers diastereomers ‘enantiomers diastereomers identical wont oy lowing compounds are meso forms ? Which ofthe felling oo ae as 0H Ha ts ea Hon a ae CH,CH, Cy 1 2 3 (b) 3only. (@ 2and3 ‘34, The separation ofa racemic mixture info pure enantiomers is termed a5 : (b) Isomerization @ Equilibration ‘35. Rank of the following groups in order of RS precedence (IV is highest) + 36. Which ofthe following isa meso compound ? Scuciis —CH.Dr 2 3 Fe ee 4 gtd 4 re ez ate 4 g s Hyca g ® bid @ i Ho "CHCH, HAC’ Pe Al ©™ ero ui, & ICH,CI encase CHEMISTRY for ir jeg ic tamage sn? (@ amolecule of S-methylheptane Se (a) (b) x tect isomers am rows indicate the bonds to be cts Se Ra A co eee oe Ho" 5 \ GH ee 2 BOs cH, Be ay ® mt oe giant ©) Lands ee ‘2 ics of the following compounds ga ae tay ig Compound has a zero dipole moment? a Sa a 9. onPluto, where everythings rozen, astronauts discovered wo forms of butane gauche and aie /otog chat ere ne mo roonian a forms is correct ? und single bonds, which tatement about the (@ They are enantiomers (@) They are diastereoisomers (© They are meso compounds (@) The gauche form has two stereogenic centers, and the ant has only one ‘40. Which of the following will show optical activity ? cl c econ Gacy onc “a CL ®) (© 10H (p) HO H Ho" Hopton Ho} cri, @ 50/s0 mixture ofCantp “7 oye z @ADandE (bd) AandEonly © BCadD —_(@) AlexceptC 41, Among the structure shown below, which has lowest potential energy? fae-76f3] © Ww @ eo 42, Which of the following molecules is/are chiral ? ou By HBr H H " HB a 9’ Na © oor cost ») ea ie ou @un hi 43. A compound was synthesized by a student, but its structure was not identified. 45. However, his wonderfully helpful instructor told him that it was a meso ‘compound with 5 carbons and 2 stereogenic centers, Which ofthe following Structures should te student consider as posibilis for his compour OH C0,H a a @ Be noc ton amy Br Br HOF a) wa @LnN ony omy nny How many isomers are possible forthe following molecule ? ; "(ean coon Hg6 @1 m2 ©3 Which of the following molecules are chiral ? CH HO. cH, o @ Ho" 1H S H am, aw F se & @10,Wandv @)t,mandV © Mand (@ Tand 1 46. Which equilibrium is not rapid at room temperature ? a wot a : | ORGANIC CHEMISTRY for ire a 0 ne” Yor, @ 40m 0s NO, @ on wo BYoFt Conn Hoje SO ON cost CoH o(P{) OO H0;6 Ko, No, $0. Whats the relationship between the molecules in the lowing pis? 0 cao8 x—t-on x—Lon Ho—-H ad Ho HoH ae (@) enantiomers _(b) diastereomers (6) idee ay resales i [ 30] TORANIE CHEWS re 51, Whatare the correct designations for the structure below ?, @EE W2E EZ (@) No geometrical isorners are possible 52, Which ofthe following molecules are chiral ? 1H 9H ae o se @ AY a mh ou 7 a CH; ot oO ia ce OY Fee ee ec le Cl (© melting point (@ TUPAC name Among the following, the most stable isomer is: eee © Rp one © peel Lp ad 56. ‘The most stable conformation of the following compound is Me oe Me ® Me at © mi @ ep, A Me TY Which ofthe folowing moles ke none a ©) ete ont es i (Qt anti conformation of1,2-dbromeate {uD tran, 4bromocyoexae ch 4 tetrabromomethane i, 4 deomocyos @ (7) 1,1 bromocjeoherane ah itt © taay ‘What is the maximum number, @tvaav imber of stereoisomers possible for dscodermaide? 2" 28 om or ‘An aqueous solution containing compounds A and B shows optical activity. A and B are stereoisomers. Which of the following possibilities eannot be correct? (@) Anas two chiral centers, but B does so have any because ihasasymmenry plane (©) A and B are enantiomers (© A and B are diastereomers (@ A and B are not present in equal amounts Which of the following structures represents the lowestenegy form of (1S, 25, 4R) trimethyl -cyclohexane ? ® Ax “Ly “zy ofA 62. 63. ‘Which one of the following isa diastereomer of (@) (S)-4-bromocis-2-hexene () (8)-S-bromo-trans-2-hexene (© (R)-tbromo-rrans-2-hexene (@ (@)-Sbromo-trans-2-hexene “The structural formula of cocaine is shown bel therein this molecule ? Jowr, How many stereogenic carbon atoms are oy OCs @1 @2 Chas @4 Which of the following statements best describes the stereochemical relationships of ‘compound I, ! and Ill shown below ? Ho. CHO CHO nt u—-# u——-# n——cu. CH, 9 HF gp ant is H——cH, HCH u—j—cH, u—f—# H—8 H--# CHO co cho (@) All compounds are chiral (b) None of the compounds is chiral (© Tand I are meso compounds (@ Tand Ml are diastereomers, and Ills a meso compound, (©) Land Mare chiral “ ‘What is the absolute configuration of the following molecules ? (NS = the molecule has no ‘eenter) Note : For the purpose of this question only, the order of stereocenters is not o wes y Bean a @ ay Br ge TereisionsP aE the flowing pana omen m ov RRS RNs 1 OR RS NS NS One ey Grenumberofallthepessblestrecionen (8 RS RR ome ese na nec: ig oe os 2 Ox ae om o Dx, oH be ox on Gon Gon a = A: Constitutional 1B: Configurational lc: Conformational 1D: Optical fa (SJB () I-A-AM-B,V-D (@ 1-A,-B, I -B,V -D (@1-8-BU-ANV-B (© I-B,-A,I-B,IV -D 97. The structural formula of sativene i shown below. How many stereogenic centers are there inthis molecule ? w3 @2 @5 4 ORGANIC CHEMISTRY for ir, johexane ? 1s the least stable conformer of I (68. Which ofthe followin 0) ® (Boat) ae in-relieving properties, Which satiomer of bupofen responsible frit pain relieving proper a. 6 The eg rctres sown below i (S)-uprofen? ° fon yi x a / py, OH CA o) Ba ) a You a y » ° pts i

78, iis tt Sony ‘A naturally occurring this constitution ? i Substance has Ne coin sown below. How many may have = cic cHeHcircH, 6 @ 209,36) 200,30) (© 2), 3¢8) ‘The total number of stereoisomer posi oa @ 2), 300 le for 2, 3-dichloro butane @2 3 Os fare Which ofthe following structre isnot meso-2,3-butaneial? CHy On CH ie it ‘OH ce CH, He 4 OH. CH, ern: OH #; © H—}—a, @ HHO on oa on Gi ‘A solution of optically active 1 phempethanal racemes in afd aqueous medium. is jue to (@) enolization () carbonium ion formation (© carbanion formation (@ reversible oxidation-reduction ‘The most stable conformation of ethylene glyco is (@) Anti (©) Gauche (© Partially eclipsed (€) Fully ecipaed Py H u—t—on wo cx, Br HL i CH, Calls ie ‘The molecules represented by the above two arate He (a) identical es Ean (©) diastereomers it = @, —No, @, The c ler of priority of groups -SCHs ().— NOg. : Te aa a ts ei @ Lm, 1,V a TN, a (© 1,1V, 1,01 i CHEWSTRY Free orca ration at C-2 and C-3 ofthe compound given: arm o39 oy eee Gis @ 28,35 25.38 20, Ainonget the faleing mio acs Gs om oe | NH, @ mefo# oot 1. ich of teeing la meso compound? Gs Gi, — CH H a ae (@ Hr © @) Allof these City HH, (OH '82. Predict stereochemistry of product when d and Lamine reacts with f-acid: (@) Diastereomers (b) Meso (© Racemic @ Pure Enantiomer 79. ‘The conf 25,38 @ 2R,3R resented by : enantiomer is rep 5 Sater eOH o Mh City coon @ HC NH, 83. How many chiral center (excluding N centres) are there in morphine? HO, tH Ho’ @s4 Or @6 (@ More than 6 ‘84. Which dimethyleyclobutane is optically ative ? (@) eranst,2 ©) aist,2 (© trans-1,3 © cis:,3 85, Which ofthe follwing isthe enantiomer ofthe compound shown below ? Me ——ar BH Me——on E 87 90, a, ald er Oe o3 0 following compounds ae bes desrtey © comers (OT NHOWCH and Sone (@ enantiomers Koren, (diastereomers (0 noe sereoisomess ) conformational isomers (differing by singe : (0 ona ae gt a at i ‘Cahn-Ingold-Prelog system ‘decreasing priority according to the TOUGH: “GLB -ci,cite (@)2>3>1 QS8S> eye 1 {@) No estimate of K can be made What isthe relationship between the two structures shown ? ce ae @) Constitutional isomers ©) Stereoisomers 3 Different leawing of the same conformation ofthese nmpound ferent conformation ofthe same compound oe ae ‘Foncanic crevistey ee ‘92. Which ofthe following tarements is true? {@) van der Waals’ strain in i, 2-dlmethyigcopm™s Yan aered stability relative tthe trans isomer (@) Cyeohexane gives off more heat per CH ouP °° Feat source of san in the boat conformation of cyclohexane is angle strain Remmi cin tone oa seombey (a) Isomer (8) is coo) pane isthe principal reason for 1g bummed in ai than any oth, (@ Ph—NO—CH,OH () Ph—CH, —NO2 © Ph—NA—COsH ove ‘94, Which ofthe folowing wil not show geometrical isomerisn G@ CH, —C = CHC, — Hs © GH, —GI—Gi= CH— CHa — Ci, ba, Gi, (@ cH, —CH =H GH, (cH, —CH, — CH =CH— CH, — cH, The wo compounds shown below are: ae (@ diastereomers (6) enantiomers (¢) epimers (96. ‘The molecular formula of diphenylmethane, ©-2O + isCithe How many structural isomers aré possible when one of the hydrogen is replaced by « @ regiomers chlorine atom ? @s 4 o8 @7 97. Correct configuration of the following molecule is: Hs @ 25,38 () 28,38 © 28,38 @ 2R,3R 98. Maximum enol content isin : aA ° aX, ee 300+ 101. 102 103. 104 105. 106. 107, 108, 109, ‘which of the following will hay Giructural & Stercoisomeris re 7 {@) 2-chlorobutane OMe of the serecisomer mess? (9 20-tehoopene 2 9ichrbane ‘The correct decreasing order inthe ent cong POPE aid @irt>0 Ons © om Total number of stereoisomers of he compos) M2 H>E > m>1 ar donne ‘otal number of stereoisomers of the 13.4? @o 1 ? iorosrdoherae i Total number of stereoisomers of the compousy Bescractee oe ot ou cme ‘Total number of stereoisomers of the com, . al ee oun 24 eorcepane In which of the following keto form is more dominating than ena foe @ o © @ allofihese ‘Among the following compounds which wil give maximum enol content in solution ° ° 9 ° : i M1 " t @ CH; —C—CH,—C—CsHls (0) CH, —C—H —C—CHty ° ° IL i (© CH, —C—CH,—CH,—CH, —(@ GH, —C—cH, —CO0CH, fe Longecion © containing 6g of (+) 2butanal and 4g of f @ © we © ct 0 Calculate enantiomeric excees of mixture © -2dutanol. () 10% 20% (aon Which ofthe following pair represent ai of datemamess? (@) Meso tartaric acid and () tartaric acid @3% a re ili ‘ORGANIC CHEMISTRY fori jee oe a= one a }—H ) HO——H m4 ae or} ae Hip - Hy nt H ee In and ot apo a ee ea ay (@ Alof these 110. The stereochemisyof his moledl is: @ 1R,3R ©) 18,35 © 18,38, @ 15,3R 411. Pure (6)-2-butanol has a specific rotation of +13.52 degrees. A sample of 2-butano! ‘prepared in the lab and purified by distillation has a calculated specific rotation of +6.76 ‘degrees. What can you conclude about the composition ? (2) 50% (S), 50% impurity () 50% (8), 50% (R) (© 50% (8), 50% racemic (@ some other mixture 112. Determine the absolute configurations of the chiral centres inthe following compound. jb=S —@)a=Rb=R (©) a=S; b-S @a 113. 114. ‘otal numberof stereoisomers possible for following compound is on = CH—cH,CH, =ch, @s ©) 16 a © 32 ‘Which is the correct structure of -gyeeraldehyde ? oe Ho H H,0H for 2 BHO FO. non (@ Alofthese HoH Gio a atin Bret 8 Sereobemern Le e —CH,— CH, ¢— 16 HOS a? 4 which conformer of above compou Uonsidr conformer across ce) st sable @ ag a (b) Gauche ae b cal, -on © Falepued (Party elie H OH HO a io 116 HO HHO oops cHo UP —cH,0n Tae ee Rs (0) & @) Configuration of above cabohyirtes, © @4 OF lene? pig it) 118, Which ofthe following compound can sow sega tomer <2? ec co" ucts a re + ® < F Et ce @ Semel as om eC Et cu, Nay 119, Which ofthe following structure represent mes-compound ? Mey, put ee Lee ot Me ora, ee Z aH08 ae wf Tn © 1 © Me7 Hi CoH 1 20, ae a : How many fepresentations of lac ai re pase in cher projection (18D? ay, 28 ow @ Total numberof ster @s @2 4 os lil 4122, The number of stereoisomers formed by the RGANIE CHEMISTRY fori i oo i wv ‘ch, A given compound is @3 @s 4 428, Which ofthe following compound doesnot undergo Pase- catalyzed exchange n,0 even though it has an a-hydrogen? * Og Z 7 i ‘ 22, Prodi he ‘ong time ot ‘densify the product formed inthe above reaction: 2 1D @ p. ® > oO iz D © p. (d) None of these t “5 126. 7. 18. 129, 180, a trical & Stereisomerian lf ‘ig-methyl-2-cyclohexenone = 3 whic eS wh COS Sts50 "oN ect det oh OO Oy@ ge when it @ Hills () Hy 1 0 q ats OHH, o o ro) ‘The tautomer of His: @t py me (© both Tand I (@) none of these Ha 4B Hy In the enolizaton ofthe given molecule the Hatom involied it (yeas @) BH © rk (@) cannot be enolized eS ‘Among the given structure which can exhibit tassomerism ? Kaisaty (b) only (@ Monty. (@) none of these , co Che SS . SS Hen tertiary may tone ony eth @ @ a ve} ‘ORGANIC CHEMISTRY for I1Tjee is more sable me. = she eo utrer hih “0 ne (@ HONE OF these 131. = ee ay w erect aby order of he ven antes eo ens oboe geneween uate mt @U>U>t -O-C- Cuneta ordeal gies econ is Gifetual& Sterecsomerany wan CHs. ci i H :0| ov” product 1e product of this reaction shouldbe ‘The product of this reaction should be p GH @ ik as oY CH ° io Di (@) Allof these Sistem @mon>t @U>i>m @t>m>1 ae Pease. ‘i : \ \ = x 2s 137. © & QO 133. = [6 6 5 lees oad x a 336 Ht ‘Among the given compounds, the correc oder of nl content i E =—=([ ] @izt>M OW>0>1 Ousisn @n>m>1 1H coor Ee eee eee yey ot Gy ses m3 2>y OE o. a ‘Among the given compounds, the correct order of enol contents : a4, se ON > @tet>m @iletst @l>iom. ou>m>1 Lee aes IPSC, epresent ena content) ‘ if 19, Re commrter os: A Sees Gsryss, @y>x>z “e>a>y © © ‘Among the given compounds, the ext oder of enol contents Or Ce for Outen mats! Wain @U>t>m 135, ee ©, ay Se aa! ‘Among the given ketone, the one which doesnot enoize ie i 0c no endl © (@) none of these above compound? How many geometrical isomers are possible fr 98 aa (9s os ‘141. Which ofthe following compound willnot show geometrical fomerism 208 o br Br @ — eee Choose the comet relon berween andy? @b=b hob Ohch 143. Choose the caret relaton berween andy? hob ~Ohh @bh (@, andl cannot be compare. CH, =CH-CH=CH-cH=cH, How many geometrical isomers are posible fr this compound? oh ws @s es CH, -CH = ¢-¢ =cH-cH, if ow many geometric somes reps fc tino? (a) 2 4s ws oF @6 CH, -cH Sie: How many geomerieal anes cihicompunda pose? @2 03 os « yon R R HO, eh ey oRGANI CHEMISTRY forte gia Gtractural& Stereoisomerismy aa 107 cy axsof ormmeny @dinl G aor these Pe een a0 oat acive i 0-H Cly oye, : 5 CH CH 0-Cliy cH, rc Aids : 7 oS ce w ye ths Cs o 18s. sang gcntontin fn) 8 we @ . " gap, Which lowing omar center of soy? oss ee (OBO) acer ee {@) Structural isomer © Mena! a owt 7 3 eH : @ | meas Se Se b

You might also like