ition 21. Which of the following pairs is an example of pos! 22, 23, 24. 25. 26. 27. 28. 29. 30. 1458 General Organic Chemistry (a) CH, - CH, -~CH, -CH, and CH, ~ ou ~CHy cH = CH=CH, (b) CH, ~CH, -CH = CH, and CH, -CH=CH-Cl (0) CH, ~CH,OH and CHy-O-CHy chy I 7 - (d) CHy ~C- Cty and CHy ~ CH, ~ CH; ~ CH, ~CHs 1 chy Geometical isomerism is shown by CPMT 1990, 94, 2001; CBSE PMT 1990, 92, 2009; .) 1999; BHU 200: Kerala SET 2006, AIEEE 2009] (a) 2ebutene () 2-butyne (©) 2dutanol (4) Butanal ‘An organic compound exhibits optical isomerism when ICPMT 1981; MP PET 1999] (a) Four groups linked to carbon atom are different (6) Three groups linked to carbon atom are diferent (c)_ Two groups linked to carbon atom are different (2) All the groups linked to carbon atom are same The compounds. CHjCH = CHCH CH3CH2CH = CH, [Kerala PMT 2011] (a) Are tautomers (©) Are position isomers (€) Contain same number of sp°—sp3, sp?—sp? and sp ~sp* carbon-carbon bonds (4) Exist together in dynamic equilibrium (e) Are optical isomers ‘Maximum number of isomers of alkene C,Hg are MIT JEE 1982; MP PMT 1985; MADT Bihar 1995; Kerala PET 2002; J & K CET 2010) (a) 2 (e) 3 () 4 (a) 6 Rotation of plane polarised light is measured by ICPMT 1985; DCE 2001) and (2) Manometer (b) Polarimeter (c) Viscometer (d) Refractometer An alkane forms isomers if the number of least carbon atom is IBHU 1985, 89) (@ 1 (b) 2 (3 (a) 4 AIMS 1982; RPMT 1999] (b) Geometrical isomerism Which is not found in alkenes (a) Chain isomerism () Metamerism (d) Position isomerism How many isomers of CsH,,OH will be primary alcohols [CBSE PMT 1992 (a) 2 &) 3 (4 (@) 5 The compound C,HyeO can show UT JEE 1981; MP PET 2000) (b) Functional isomerism (a) Metamerism (a) All types (c). Positional isomerism UITJEE 1983: 3 33. 34. 35. 36. 37. 38. 39. 40. 41. 42. The number of possible alcoholic ime g tora 4 (b) 2 18a ws 8 : Foxe mony suctsal OME FPO fg 1983, 84, 89, 91: MNR 1984, 99. Ey (MT lp PET 1997; PS. PMT 1999 2807 Tv CET zt: rr sep pea aig, MC: (a) 3 4 eat 5 (a) 7 ich of the following can exhibit cis.trang Mi ote CASE PT 1980, WEY Tose (a) HC = CH (b) CicH = Cyt (@) CHyCHCLCOOH 18) CCH, yt, 1e number of geometrical isomers in case Te rucure CP, “CH= CH Cp (3 a) 4 a 2 (d) 5 The property by virtue of which @ compound eas plane polarised light is known as ma (a) Photolysis (©) Phosphorescene (0) Optical activity (4) Polarization Meso tartare aids optically inactive 819 he pag, tAlIMS 1982: MP P9tT 1987; tg (@) Molecular symmetry (b) Molecular asymm (o) Extemal compensation (d) Two asmmences Which of the following “compounds ethis o isomerism (BHU 19: : CPT MP PMT 1959, (e) CH3CH:COOH (0) CHsCHOHCOoH (0) CHsCH.CH;OH (a) CH,CHOHCH, The maximum number of stereoisomers posse; 2-hydroxy-2-methyl butanoic acid is Roorkee 15 (@) 1 (b) 2 3 (@) 4 Among the following pairs, the pair that iste Stereoisomerism is [Odisha JEE 2010; Kerala PET (a) L-butanol and 2-butanol (b) Cis-2-butene and trans-2-butene {c) Dimethyl ether and ethanol (d) Acetone and propanal (e) Ethanol and ethanal Diethyl ether is not associated with which one of th isomers Tarnc 198 fa) Butanoic acid (b) Methyl propionate (c) Stereoisomerism (d) All of these Diethyl ether and methyl n-propyl ether are IMP PET 1994, 2013; AFMC 1999; MP PMT 2002 (a) Position isomers (b) Functional isomers (c) Metamers (d) Chain isomers ‘propyl alcohol and isopropyl alcohol are examples of Mp PMT 199! (b) Chain isomerism (d) Geometrical isomers (2) Position isomerism (¢) Tautomerismw General Organic Chemistry 1459 g itis possible to ae ee optical isomers by 52. Which shows geometrical isomerism ‘(MP PMT 2006] lanipal MEE 1995; AFMC 1995) 1 1 H 1 a) Infrared spectroscop wo "Newee eee’, (G) Mass spectometny DOCG, yc POE {el Melting point determination Greta HY vel {a) Polarimetry SP de-eR) pecre=eey as The omer exhibited by alla eyande and all ; seocyanide is TAPME 1998, 97s crate sey 53+ CylloN has how many tsomerie forms that contain a {a) Functional (b). Positional benzene ting (CPMT 1997, 99; JIPMER 2002; DCE 2003] (6) Tautomerism (a) Metamerism () 4 (b) 5. 45, Tre ollowing compound can exhibits fo 6 (7 a HoH 54, The total numberof omers formed by C,Hyy is SSC =CC, < IIT JE 1995; DCE 2000) [Bihar MEE 1996] cls? “Scoon () 2 3 [o) Optical isomerism - Oe corer 555. Which ofthe folowing contains asymmetic centre Geometrical and optical isomer (crm 196, ear eee (0) 2utene (0) 2, 2-dimatstpropane ‘gs, Namethe compound, that isnot isomer with diethylether donee fafeeacesd Hae ere here ect) 56. Which of the following cannot be given to examplify chiral (a) n-propyimethyl ether (b) Butane-1-ol Which of ing aiven to exampiy cial (@ 2-methylpropane-2-0l (d) Butanone eine ee a1, Snslenet tue x eerane (MP PET 199 (eAthena i iAecore De ee aes Saicratons| 57. Which of the following is expected to be optically active Beer tif em UU reteset ar (a) (CHs)4C (b) CpHsCH(CH,)C3H; (@) Chair and boat conformations differ in energy by . 30 kJ/mol . {e) (CzHs)}2CHCH3 (a) CH3CH =CHCH 48, Two compounds have the structural formulae = 58. Which ‘compound does nat show geometrical isomerism CHy-O-CH,CH, and CH; ~CH, -~CH,OH.. The TRPMT 1997] ‘above is an example of (CPMT 2¢ (a) 2-butene (b) 2-pentene seicaneamet 0 EMT IOT| Beamon) 2m pee (2 eattonal zomertsm —_(@) Chain isomerism 59, The somes which on be converted to anther frms by 49. Which ofthe following is a chiral molecule rotation of the molecules around single bond are TRO ee ory TAtIMS 1997), es. (a) Geometrical isomers (b) Conformers CH cH {c) Enantiomers (a) Diastereomers = 60. ‘The number of enantiomers of the compound f) 3 (o) (CH3CHBrCHBrCOOH is IalIMS 19971 “CHs fa) 0 fb) 1 (3 (a) 4 CH CH, 61. The number of stereoisomers possible for a compound of the a @ molecular formula CH - CH = CH ~ CH(OH)~ Me is AIEEE 2005 Hy, HC (@) 3 tb) 2 50. a 4 (a) 6 ). Products of the reaction: 62. Which of the following compounds is not chiral ff 6 HAC, Br {CBSE PMT 1998; DPMT 200 Helen o< ey, H>c-cCH (@) DCH;CH,CH,CI_—(b). CH,CH,CHDCI = 2 Br CHs () CH;CHDCH,CH,CI (4) CHsCHCICH,D are [AMU (Engs.) 2012] A (a) Meso-compounds B (b) Racemic mixtures ‘ 2 J. The isomer is IMP PET 20 (@). Mixtures of racemic and meso-compounds 6. M L (€) None of the above 2 someric trimethyl benzene is B A IMP PET 1997; CPMT 2006] cy (o) 3 (a) Dextro isomer {b) Laevo isomer (©) csisomer (4) transisomer: 64. 65. 66. 67. 69. 70. nn. 72. 73. 74, 75. 1460 General Or: ‘Which one ofthe following i the chiral molec nusu 1998, 2005) (a) CH,CI tb) CHCl (0) CHBry (a) CHCIBH (a) Geometric and optical isomerism only oe {c)_ Position isomers (d)_ Chain isomers Which of the following compounds is an optically active TAMU (Engg) 1999) compound [BHU 1980; MP PMT 1990, 94; AMS 19 MNR 1993; UPSEAT 1999; CPMT 20 MP PET 2006; Odishe JEE 2012] (a) L-butanol, {b) 2-butanol (Q 3-butanol (d) 4-heptanol ditararc acid and Martie acd are_——_(MH CET 19991 (2) Enantiomers (b) Tautomers (€) Diastereoisomers (2) Structural isomers Which one of the following conformation of cyclohexane is chiral [AIEEE 2007; CPMT 2010] (a) Twist boat (0) Rigid (©) Chair (a) Boat Which pair show cis-trans isomerism IRPET 1999; BCECE 2005; VITEEE 2008) (a) Maleicfumaricacid —(b) Laclic-tartaric acid (6) Malonic-succinic acid (d)Crotonic-acrylic acid Which isomer of hexane has only two different sets of structurally equivalent hydrogen atoms (DUMET 2009] (2) 2,2-dimethylbutane —(b)_2-methyl pentane (c)__3-methylpentane (@) 2, 3-dimethytbutane Which compound is optically active [DCE 1995) fa) 4-chloro, 1-hydroxy butane (b) 3° butyl alcohol {e) Secondary butyl amine (d) n-butyl alcohol Choose the pair of chain isomer (RPMT 2000) (2) CHsCHBr, and CH,BrCH,Br {b) 1-propanol and 2-propanol (c)_ Neo-pentane and isopentane (4) Diethyl ether and methyl-n-propyl ether Optical isomerism arises due to the presence of IReMT 2000; (2) An asymmetric carbon atom MP Pw 20121 (b) Centre of symmetry (6). Axis of symmetry {€) Plane of symmetry Least hindered rotation about carbor observed in m-carbon bond is (a) Ethane oe 1999, 2000) (0) Ethyne (€) Hexachloroethane 71. 78. 19. 80. 81. 82. ) wu we Ons cH, H, Ln a (a) The corporis otic ative oe compensnd possesies Cente oh oy Mem en (6) ‘The compensa poweries 27 A eyreat Uihich of the following compos wil xine isornerisn IIIT Screening 2000; 466 (a). Tepheny-2-butene {o)._2-phenyi--butene Pres (0) S-phersAd trae (6) 1, Leiter, jie acid yield Pty On bromination, propionic acid yields tary gee erenopropionic aids. This pair 8 20 eerie eye 2 (0) Opti ee (a) Chain isomers (8) Position wore, (c), Cis-trans isomers scometrical isomerism is not possible in fa Propene (0) Shevene (c) Butenediote acid (€) Cyckc compoind ‘The absolute configuration of “ __f" HO OH is (AIEEE ae @ RR &) RS © SR (@) Ss Ladtic acid in which a methyl croup. 2 hydrom! gan ‘carboxylic acid group and a hydrogen atom are amore a central carbon atom, show optical isomerisn due me molecular geometry at the (Pb. Patz {a) Central carbon atom (©) Carbon atom of the methy! group (©) Carbon atom of the carboxslic acid group (d) Oxygen of the hydroxyl groups ‘The number of possible alkynes with molenir foe CoH is IMP PMT 2000; KCET 2015 we ©) 3 4 a 5 Which of the following will not lose asymmetry on eS with Lia, [Roorkee 20 CHO () HOH.c-+- cH,cH, CH=CH, CHs ©) H.C=Hco-}-~cHo CH.CH, CHs (9 HOH.C+_coo# CecH a Here ) HsC—caNn CH2NH.