alkanes alkenes alkynes objective

7
ABC CLASSES,126 2 nd Floor , Kingsway Camp, Delhi-110009, Ph,No:011-47041845. ABC CLASSES FOR IIT-JEE ALKANES, ALKENES, ALKYNES D.P.P-1 1. Ethylene on reaction with : (a) O3 – CCl4 followed by hydrolysis in absence of Zn gives formaldehyde (b) H2 – Lindlar catalyst gives ethane (c) Br2/NaCl (aq.) gives BrCH2CH2Br, BrCH2CH2Cl and BrCH2 CH2 OH (d) O3 – CCl4 formaldehyde. 2. Cis – 2 – butane on reaction with Baeyer’s reagent gives : (a) Meso – geminal diol (b) Racemic – vicinal diol (c) Meso – vicinal diol (d) None of these. 3. Propene on reaction with Cl2/ CCl4 gives (A) and on reaction with Cl2/ high temp. gives (B). (A) and (B) are : (a) Same (b) MeCHCl CH2Cl, MeCCl = CH2 (c) racemic mixture, allyl chloride (d) None of these. 4. 2 – butyne on reaction with H2 – Lindlar gives (A) and on reaction with NaNH2/ Praraffin gives (B). (A) and (B) are : (a) Cis– 2 – butane, No product (b) trans – 2 – butane, MeCH2C C Na + (c) Cis – 2- butane, MeCH2CCH (d) Cis- 2- butane, MeCH2C C Na + . 5. Propene on reaction with HOCl gives (A) and on reaction with NOCl gives (B). (A) and (B) are : (a) Me CH (OH)CH2Cl, Me CH(NO) CH2Cl (b) Me CH (Cl) CH2OH, Me CH(Cl) CH2NO (c) Me CH (OH) CH2Cl, Me CH(Cl) CH2NO (d) None of these. 6. Propene on reaction with HBr/ peroxide gives (A) which on reaction with Na/ ether gives (B). Which of the following is correct : (a) (B) is 2, 3 – dimethyl butane (b) (A) on reaction with alc. KOH gives propene (c) (B) on sulphonation gives racemic mixture (d) both (b) & (C). 7. 2 – butyne on reaction with H2 – Lindlar followed by ozonolysis gives (A) : (a) (A) can be prepared by catalytic hydration of acetylene (b) (A) on Clemmensen reduction gives that lowest alkane which can be prepared by Sabatier – Senderens method (c) (A) on reduction with HI/ red P followed by vapour phase nitration gives two nitro products (d) All are correct. 8. Propyne on catalytic hydration gives (A) and on ozonolysis gives (B). (A) and (B) are : (a) acetone, mixture of ethanal and methanol (b) Propionaldehyde, methyl glyoxal (c) acetone, dicarbonyl compound (d) Propionaldehyde, mixture of MeCOOH & CO2. 9. Which of the following is correct : (a) Propene is more reactive than ethylene towards hydrogenation (b) Isobutene is more reactive than 2 – butane towards addition with HCl (c) both (d) None. 10. Acetylene on reaction with I2 / liq. NH3 gives (A) and on reaction with I2 / ethanol gives (B). Which one is correct : (a) (A) and (B) are same (b) (A) is di iodo acetylene and (B) is acetylene di iodide (c) (A) is acetylene di iodide and (B) is di iodo acetylene (d) None of these. 11. The reaction of propene with Cl2 in CCl4 involves the initial attack by : (a) Cl + and CH3 CH + CH2Cl is formed as intermediate (b) Cl and Me is formed as intermediate (c) Cl + and Me is formed as intermediate (d) Cl amd Me - + CH – CH2 Cl is formed as intermediate. 12. Propene on hydroboration oxidation gives (A) and propyne on hydroboration oxidation gives (B). (A) and (B) are : (a) isopropyl alcohol, propionaldehyde (b) n – propyl alcohol, acetone (c) isopropyl alcohol, acetone (d) n – pyropyl alcohol, propionaldehyde. 13. Which of the following is correct : (a) n –pentane on monochlorination gives 2 products both optically inactive (b) Isobutane on bromination in presence of sun light give t - butyl bromide as major products (c) Cis -2- pentene on reaction with Baeyer’s reagent gives reacemic mixture (d) All. CH - CH 2 Cl CH - CH 2 Cl

Upload: vishalraman

Post on 10-Apr-2015

979 views

Category:

Documents


7 download

TRANSCRIPT

Page 1: Alkanes Alkenes Alkynes Objective

ABC CLASSES,126 2nd Floor , Kingsway Camp, Delhi-110009, Ph,No:011-47041845.

ABC CLASSES FOR IIT-JEE

ALKANES, ALKENES, ALKYNES D.P.P-1

1. Ethylene on reaction with : (a) O3 – CCl4 followed by hydrolysis in absence of Zn gives formaldehyde (b) H2 – Lindlar catalyst gives ethane (c) Br2/NaCl (aq.) gives BrCH2CH2Br, BrCH2CH2Cl and BrCH2 CH2 OH (d) O3 – CCl4 formaldehyde. 2. Cis – 2 – butane on reaction with Baeyer’s reagent gives : (a) Meso – geminal diol (b) Racemic – vicinal diol (c) Meso – vicinal diol (d) None of these. 3. Propene on reaction with Cl2/ CCl4 gives (A) and on reaction with Cl2/ high temp. gives (B). (A) and (B) are : (a) Same (b) MeCHCl CH2Cl, MeCCl = CH2 (c) racemic mixture, allyl chloride (d) None of these. 4. 2 – butyne on reaction with H2 – Lindlar gives (A) and on reaction with NaNH2/ Praraffin gives (B). (A) and (B)

are : (a) Cis– 2 – butane, No product (b) trans – 2 – butane, MeCH2C ≡C– Na+

(c) Cis – 2- butane, MeCH2C≡CH (d) Cis- 2- butane, MeCH2C ≡ C– Na+. 5. Propene on reaction with HOCl gives (A) and on reaction with NOCl gives (B). (A) and (B) are : (a) Me CH (OH)CH2Cl, Me CH(NO) CH2Cl (b) Me CH (Cl) CH2OH, Me CH(Cl) CH2NO (c) Me CH (OH) CH2Cl, Me CH(Cl) CH2NO (d) None of these. 6. Propene on reaction with HBr/ peroxide gives (A) which on reaction with Na/ ether gives (B). Which of the

following is correct : (a) (B) is 2, 3 – dimethyl butane (b) (A) on reaction with alc. KOH gives propene (c) (B) on sulphonation gives racemic mixture (d) both (b) & (C). 7. 2 – butyne on reaction with H2 – Lindlar followed by ozonolysis gives (A) : (a) (A) can be prepared by catalytic hydration of acetylene (b) (A) on Clemmensen reduction gives that lowest alkane which can be prepared by Sabatier – Senderens method (c) (A) on reduction with HI/ red P followed by vapour phase nitration gives two nitro products (d) All are correct. 8. Propyne on catalytic hydration gives (A) and on ozonolysis gives (B). (A) and (B) are : (a) acetone, mixture of ethanal and methanol (b) Propionaldehyde, methyl glyoxal (c) acetone, dicarbonyl compound (d) Propionaldehyde, mixture of MeCOOH & CO2. 9. Which of the following is correct : (a) Propene is more reactive than ethylene towards hydrogenation (b) Isobutene is more reactive than 2 – butane towards addition with HCl (c) both (d) None. 10. Acetylene on reaction with I2 / liq. NH3 gives (A) and on reaction with I2 / ethanol gives (B). Which one is correct : (a) (A) and (B) are same (b) (A) is di iodo acetylene and (B) is acetylene di iodide (c) (A) is acetylene di iodide and (B) is di iodo acetylene (d) None of these. 11. The reaction of propene with Cl2 in CCl4 involves the initial attack by : (a) Cl+ and CH3 CH+CH2Cl is formed as intermediate (b) Cl– and Me is formed as intermediate

(c) Cl+ and Me is formed as intermediate (d) Cl– amd Me - +CH – CH2 Cl is formed as intermediate.

12. Propene on hydroboration oxidation gives (A) and propyne on hydroboration oxidation gives (B). (A) and (B) are : (a) isopropyl alcohol, propionaldehyde (b) n – propyl alcohol, acetone (c) isopropyl alcohol, acetone (d) n – pyropyl alcohol, propionaldehyde. 13. Which of the following is correct : (a) n –pentane on monochlorination gives 2 products both optically inactive (b) Isobutane on bromination in presence of sun light give t - butyl bromide as major products (c) Cis -2- pentene on reaction with Baeyer’s reagent gives reacemic mixture (d) All.

CH - CH2

Cl CH - CH2

Cl

Page 2: Alkanes Alkenes Alkynes Objective

ABC CLASSES,126 2nd Floor , Kingsway Camp, Delhi-110009, Ph,No:011-47041845.

14. Propene on reaction with CHCl3 in presence of peroxide gives (A) and butane – I on reaction with CHBr3 in presence of peroxide gives (B). (A) and (B) are :

(a) Me CH2 CH2CCl, MeCH2 CH2 CBr3 (b) MeCH (CCl3) CH3, MeCH2CHBrCH2CHBr2 (c) MeCH2 CH2CCl3, racemic mixture (d) None of these.

15. CH2 = CH – CH2 – C ≡ C – H on reaction with one mol of H2 gives (A) and CH3CH = CH – C ≡ C – H on reaction with one mole of H2 gives (B). (A) and (B) are :

(a) CH3 CH2CH2C ≡ C – H, CH3CJ = CH – CH = CH2

(b) CH2 = CH – CH2CH = CH2,CH3CH2CH2C ≡ CH (c) CH2 = CH – CH2 CH = CH2,CH3CH = CHCH = CH2 (d) None of these. 16. 1 – butane on reaction with NBS gives : (a) a racemic mixture (b) a pair of diastereomers (c) both (d) None. 17. Which of the following is correct : (a) Isobutane on monochlorination gives isobutyl chloride and t –butyl chloride in 9 : 1 ratio.

(b) trans -2- butane is obtained by the reduction of 2 – butyne with Na / liq. NH3. (c) both (d) None. 18. Which of the following alkane can not be prepared by Sabatier – Senderens reduction : (a) n – butane and isobutane (b) Isopentane and neopentane (c) neopentane and 2,2,3,3 tetra methyl butane (d) None of these. 19. In which of the following pairs first member can react with Na but second member cannot react with NaOH : (a) Propyne, acetic acid (b) 1 –butyne, benzoic acid (c) 2 –butyne, 1-butyne (d) 1-butyne, 1-butyne. 20. Acetylene on reaction with Cu2 Cl2/ NH4OH gives (A) and when passed through red hot tube in presence of

Ni(CN)2 – THF (B) is formed, (A) and (B) are :

(a) Vinyl acetylene, benzene (b) red ppt., cycloocta tetraene (c) CuC ≡ C – Cu, Mesitylene (d) N.O.T.

21. Selective oxidation of R1C ≡C(CH2)n CH = CHR2 with CrO3 in acetic acid gives :

(a) R1C ≡ C(CH2)n COOH +R2CHO (b) R1COOH + HOOC (CH2)n CH = CHR2

(c) R1CO - CO(CH2)n CH = CHR2 (d) R1C ≡C(CH2)n COOH + R2COOH. 22. One mol of hydrocarbon (mol. Wt. 78) is subjected to ozonolysis and the H2O2 formed in the reaction is not

removed from the site of reaction. The product obtained on treatment with Ca2+ ions gave 384 g of calcium salt of a

dicarboxylic acid. The hydrocarbon is : (a) CH3 – C ≡ C – C ≡ C – CH3 (b) CH ≡ C – CH2 – CH2 – C ≡ CH

(c) CH ≡ C – CH2 – C ≡C – CH3 (d)Benzene. 23. In which of the following expected product is not formed : (a) CH4 + Cl2 (b) CH4 + Cl2 (c) CH4 = Cl2 (d) CH4 + Cl2 .

24. Propene when reacts with Cl2 in CCl4 the intermediate formed is ‘I’ and product formed is ‘P’. I and P are : (a) MeCH + - CH2Cl, Racemic mix. (b) Me – , , Optically active 1, 2-dichloro propane

(c) MeCHCl CH2+, optically inactive (d) Me – , Racemic mix. 25. Propene on hydroboration – oxidation gives (A) and on oxymercuration demercuration gives (B). (A) and (B) are : (a) n – propyl alcohol both (b) isopropyl alcohol both (c) n- propane, isopropanol (d) iso-propanol, n-propane. 26. Cyclic intermediate is not formed in : (a) addition of Cl2 to ethylene (b) hydroboration of ethylene (c) addition of HCl to ethylene (d) all of these. 27. For (B) Me3 C – CH = CH2 (A) ; (A) and (B) are : (a) same (b) different but neither is primary alcohal (c) different but formed by same mechanism (d) Me2 C(OH) CH Me2, Me3 C – CH2 CH2 OH. 28. Isobutene on hydroboration gives : (a) isobutyl alcohol (b) electrophile which in reaction with AgNO3-NaOH gives n-octane. (c) t - butanol (d) Electron deficient speci which on oxidation gives nucleophile. 29. During reaction of propene with ozone in CCl4 followed by hydrolysis in presence of zinc gives :

dark/ 300 degree celcius Room temp. / light

Room temp. / peroxide Room temp. / oxygen

CH - CH2

Cl

CH - CH2

Cl

i) cold conc. H2SO4

ii) heat, H2O

i) B2H6, ether

ii) H2O2 - NaOH

Page 3: Alkanes Alkenes Alkynes Objective

ABC CLASSES,126 2nd Floor , Kingsway Camp, Delhi-110009, Ph,No:011-47041845.

(a) molozonide but not ozonide then carbonyl compound

(b) ozonide first, thenmolozonide and then acetaldehyde and formaldehyde (c) molozonide first, then ozonide and then acid and CO2 (d) a single ozonide which can show optical isomerism and then cleavage products. 30. In which case the product formed is in accordance of anti Markownikoff’s rule :(a) Me CH = CH2 (b) Me Ch = CH Me (c) Me2 C = CH2 (d) Me2 C = CH2

31. In which case the product written is not correct :

(a) Me CH = CH2 →BrCl Me CHCl CH2Br (b) Me2 C = CH2 → OH/Cl 22 Me2 C (OH) CH2Cl

(c) Me3 C – CH = CH2 → ionhydroborat Me3 C-CH2 CH2OH (d) CCl3 CH = CH2 →HCl CCl3 CH2 CH2 Cl. 32. Rearrangement does not occur in : (a) reaction of alkene with HBr in absence of peroxide but not with Cl2 / CCl4. (b) reaction of alkene with CHBr3 / peroxide but not with HCl in presence of peroxide (c) reaction of alkane with Cl2 / HO but not in reaction of alkene with HOCl/H+ (d) reaction of alkene with HCl in presence of peroxide but not in hydroboration oxidation. 33. Select the wrongly written reaction as for as reaction at double bond is concerned :

(a) BrCH = CH2 →HBr Br2CH CH3 (major) (b) MeOCH = CHMe →HBr MeO CHBr CH2Me(major). (c) both (d) None.

34. For CH3 CH = CH2 → THF/BD3 (A) → NaOH.aq/OH 22 (B) : (a) (A) is (Me CHD CH2 -)3 B (b) (B) is MeCHD CH2OH. (c) both (d) None. 35. In which of the following pairs both members on vapour phase nitration produce same no. of products : (a) (C2H6, Me4C) (b) (Me3 C – H, C3H8) (c) both (d) None. 36. Propyne on hydrobroation oxidation gives (A) and on reaction with HOCl gives (B). (A) and (B) are : (a) Et CHo, MeCCl2 CHO (b) MeCOMe, MeCOCHCl2 (c) EtCHO, MeCOCHCl2 (d) None of these. 37. When a gas (X) is passed through red hot tube 1, 3, 5-trimethyl benzene is obtained. (X) on reaction with Na/liq.

NH3 gives : (a) propene (b) sod. Salt of propyne (c)both (d) None. 38. 2 – pentyne on reduction with H2 Lindlar’s catalyst gives (A). Which of the following is correct : (a) (A) on reaction with Baeyer’s reagent gives racemic mixture

(b) The position isomer of (A) on ozonolysis in absence of zinc gives n – butyric acid. (c) both (d) None. 39. In which of the following pairs both members on ozonolysis in presence of Zn gives single organic compound : (a) (3-hexene, 3-octyne) (b) (1 – butyne, trans-2-butene) (c) both (d) None. 40. Which alkane can not be prepared by hydrogenation of an alkyne : (a) isobutane (b) isopentane (c) both (d) None. 41. n – butyraldehyde can be prepared by : (a) hydroboration oxidation of 1-butyne (b) oxidative ozonolysis of 4 - octene (c) both (d) None. 42. In which of the following product written is not correct :

(a) MeC ≡ C- Na+ + CO2 → MeC ≡ C – COO- Na+ (b) MeC ≡ C – H + Me Mg Br → Me C ≡ C – Me (c) both (d) None. 43. Acetylene on reaction with Cu2Cl2/ NH4OH gives (A) and on reaction with Cu2 Cl2/ NH4 Cl gives (B). (A) and (B)

are : (a) CH2 = CH – C ≡ CH, CH2 = CH – C ≡ C – CH = CH2 (b) oxidative ozonolysis of 4 – octane (c) both (d) None. 44. In which of the following pairs first member can give white ppt. with ammonical silver nitrate and second

member on vapour phase nitration gives minium3, nitro alkanes : (a) 1-decyne, neobutane (b) 3 –ethynl penta-1, 4-diene, isobutane (c) both (d) None. 45. 1 mol of (A) on reaction with excess MeMgBr gives 4 moles of a gas (X) which is the chief constituent of natural

gas. (A) may be :

(a) HOOC - C ≡ C - H (b) H – C ≡ C – CH(NH2) C ≡ C - H (c) both (d) None. 46. Propene on reaction with Br2/ CCl4 gives :

(a) racemic mixture via carbocation (b) optically inactive product which can not be resolved via cyclic intermediate (c) optically active product via cyclic intermediate (d) None.

HCl / peroxide

HBr / peroxide NOCL DBr / peroxide

Page 4: Alkanes Alkenes Alkynes Objective

ABC CLASSES,126 2nd Floor , Kingsway Camp, Delhi-110009, Ph,No:011-47041845.

47. An alkyne (A) on reduction with Na/liq. NH3 gives (X) which on reaction with proxy formic acid gives meso product. (B) is the position isomer of (A). (B) on reduction with H2 –Lindlar catalyst gives (C) in which geometrical isomerism is not possible. The reaction of C with Cl2/ 5000C gives :

(a) Racemic mixture only (b) A mixture of geometrical isomers only (c) both reacemic mixture and a pair of geometrical isomers (d) None of these. 48. The dipole moment of : (a) m- dichloro benzene is more than that of o – dichloro benzene (b) CHCl3 is more than that of CH3Cl (c) both correct (d) None is correct. 49. 1 – butene on reaction with HBr in presence of peroxide gives (A) which on reaction with Na – ether gives (B).

Which of the following is correct : (a) (B) on monobromination in presence of sunlight gives 3 pair of enantiomers (b) (A) on monobromination in presence of sunlight gives 2 pair of enantiomers (c) both (d) None. 50. In which of the following order (decreasing) written is not correct : (a) MeI, MeBr, MeCl (SN2) (b) Me3C - I, Me2CHBr, MeCH2 CH2Cl (SN1) (c) both (d) None . 51. Propene on hydroboration gives (A) and 1 – butane on hydroboration- oxidation gives (B). Which of the following

is correct : (a) (B) can be prepared by treatment on n – butyl bromide with aq. KOH (b) (A) on reaction with AgNO3 – NaOH gives that lowest normal alkane. Which can undergo sulphonation (c) (B) on heating with conc. H2SO4 gives trans – 2- butene (d) All.

52. For EtCl →KCN (A) , select the correct alternative : (a) (A) is EtNC (b) (A) on reaction with base gives –CH2 - CH2CN (c) 2 moles of (A) undergo coupling in presence of base to give MeCh(CN)C (=NH) Et (d) (A) on reaction with MeMgBr followed by hydrolysis gives 3 - pentanone. 53. Propyne on hydroboration – oxidation gives (A) : (a) (A) can be prepared by ozonolysis of 3 - hexane (b) The nucleophilic attack by CN- to (A) gives EtCH (c) both correct (d) None is correct. 54. 2 – butene on reaction with Br2/ CCl4 gives : (a) racemic mixture (b) meso - 2, 3 - dibromo butane (c) both (d) None . 55. 2 – butyne on reduction with H2 - Lindlar gives (A) : (a) (A) on reaction with Baeyer’s reagent gives racemic mixture (b) (A) on reaction with D2 – catalyst gives mesoproduct (c) both correct (d) None is correct. 56. Acetylene on reaction with I2/ ethanol gives (A) and on reaction with Cu2Cl2/NH4Cl gives (B). Which of the

following is correct : (a) (A) is trans acetylene diodide (b) (B) is red coloured ppt. of Cu – C = C – Cu (c) both (d) None .

57. For 2- butyne → 3NH.liq/Na (A); 1 – butyne → 3NH.liq/Na (B) Which of the following is correct : (a) (A) is trans – 2 – butane (b) (B) on reaction with EtI followed by reduction with H2 – Lindlar gives cis – 3 – hezene (c) both (d) None . 58. Isobutene on reaction with HOCl gives (A) and on reaction with NBS gives (B) : (a) (A) is racemic mix (b) (B) is mixture of geometrical isomers (c) (A) on reaction with NaOH gives Me2 (d) All are correct. 59. In which of the following the product written is not major :

(a) Me3 C – H → ho/Br2 Me3C - Br (b) Me2C = CHMe →NOCl Me2C(NO) - CHClMe

(c) MeCH2CH2CH2Br → KOH.Alc MeCH = CH Me (d) both (b) and (C).

60. Propene on reaction with CHCl3 / peroxide gives (A) which on reaction with aq. KOH gives (B). (A) and (B) are : (a) MeCH2 CH2 CCl3, MeCH2 CH2COOH (b) Me2CHCCl3, Me2CHCOOK (c) n – propyl chloroform, potassium salt of n- butyric acid (d) None of these. 61. Sulphonation is most difficult in : (a) Iso butane (b) Iso pentane (c) neopentane (d) n - hexane. 62. Which of the following can not be considered as a mechanistic step in chain reaction of methane with Cl2.

O-

CN

C - CH2 O

Page 5: Alkanes Alkenes Alkynes Objective

ABC CLASSES,126 2nd Floor , Kingsway Camp, Delhi-110009, Ph,No:011-47041845.

(a) Cl2 → 2 Cl• (b) Cl• → CH4 → CH3Cl + H• (c) Cl• + CH4 → CH3• + HCl

(d) Cl• → CH3• → CH3Cl (e) CH3• + CH3• → CH3CH3

63. In which of the following pairs both members on vapour phase nitration produce same no. of products : (a) (n-butane, neohexane) (b) (neopentane, propane) (c) (ethane, neopentane) (d) (neohenxane, isopentane). (e) None of these. 64. In which of the following pairs first both alkene is more reactive than second towards hydrogenation : (a) (MeCH = CH2, CH2 = CH2) (b) (Me2C = CH2, cis – MeCH = CHme) (c) both (d) None. 65. In which of the following reaction the product written is not the major product :

(a) 1 – butene → .temphigh/Cl2 4-chloro – 1 - butene (b) 2 Me2 C = CH2 → 42SOH CH2 = C(Me) – CH2 CMe3

(c) both (d) None. 66. Me CH = CH2 on reaction with BrCl gives (A) and with NOCl gives (B). (A) and (B) are : (a) MeCH Cl CH2 Br, MeCH (Cl) CH2NO (b) Me CHCl CH2Br, Me CH (NO) CH2Cl (c) Me CHBr CH2 Cl, MeCH Cl CH2 NO (d) MeCH Br CH2 Cl, Me CH (NO) CH2 Cl. 67. An alkene (A) is less stable (thermodynamically) than its diastereomer (B). Either of (A) or (B) on ozonolysis gives

only one aldehyde. Which of the following is correct :

(a) (A) → reagents'Baeyer Meso product (b) (B) → acidformicPeroxy meso product (c) both (d) None. 68. An alkene (A) on Sabatier-Senderens reduction gives lowest normal alkane which can perform sulphonation. (A)

on ozonolysis may give. (a) n- butyraldehyde and ethanal (b) propionaldehyde (c) acetone & formaldehyde (d) both (a) & (b). 69. 2 – butane on reaction with O3/ CCl4 gives : (a) Me CHO (b) Me COOH (c) Me CH CH Me (d) Me C – C Me.. 70. elect the wrong statement : (a) Cis – 3 – hexane on reaction with HCO3H gives racemic mixture (b) trans -4- octene on reaction with Baeyer’s reagent gives racemic mixture (c) Cis – 5 – decene on reaction with Baeyer’s reagent gives meso product (d) trans-6-tridecene on reaction with HCO3H gives meso product. 71. The IUPAC name of : (a) t – pentyl neo hexyl methane is 2, 2, 6, 6 – tetra methyl octane (b) least molecular wt. optically active enyne (CnH2n-4) but not containing tertiary carbon is 3- ethyl-3-methyl

pent-I-en-4-yne (c) both correct (d) None is correct. 72. Propene on reaction with B2H6 – THF followed by reaction with D2O2 - OD- gives (A) and on reaction with B2D6 -

THF followed by reaction with H2O2 - OH- gives (B). (A) and (B) are : (a) same (b) primary alcohol racemic mixture (c) Me CHD CH2OD, MeCHDCH2OH (d) MeCH2CH2OD, MeCH2CH2OH. 73. In which of the following triplets member has + M effect, second member has –I effect and third member is more

acidic than water : (a) - NH2, - F, CH ≡ CH (b) - OH, - NO2, MeOH (c) both (d) None. 74. An alkene (A) on hydroboration oxidation or oxymercuration demercuration gives (B). (B) can not be resolved into

enantiomers. (A) may be : (a) Propene (b) 2 - butane (c) 2 - pentene (d) Styrene. 75. In which of the following chiral centre is generated : (a) Me CH = CH2 (b) Me CH = CH2 (c) both (d) None. 76. Maximum no. of carbonyl compounds are obtained in ozonolysis of : (a) CH2 = CH - CH = CH - CH = CH - CH = CH2 (b) -Me (c) (d) Me CH = C (D) CH

77. In which of the following product written is not correct : (a) Me2 C = CHMe Me2C(OH) CHCl Me (b) Me2 C = CH2 Me2C(Cl) CH2NO

(c) Me CH = CHD MeCHDCHD Br (d) CH2 = CHCH2OH H2 - CH - CHO. 78. Structural formula for Lewisite is :

(a) CHCl = CHAsCl3 (b) CH2 = CHAsCl3 (c) CHCl = CHAsCl2 (d) ClC ≡ C AsCl2. 79. Cetane number of following is assigned to be 100 : (a) n-hexadecane (b) n-icosane (c) a-methyl napthalene (d) pyridine.

O – O

O

O – O

O

DBr / peroxide DCl / peroxide

C Me

HOCl / H+ NOCl

DBr / peroxide Cold dil. / KMnO4

Page 6: Alkanes Alkenes Alkynes Objective

ABC CLASSES,126 2nd Floor , Kingsway Camp, Delhi-110009, Ph,No:011-47041845.

80. Following on reaction with ammonia will give pyrole under suitable conditions : (a) Benzene (b) Cyclobutane (c) 1, 3 cyclobutadiene (d) Ethyne. 81. In the following reaction, the product (C) is : (a) CaC2 (A) (B) (C) :

(a) Benzene (b) Toulene (c) Ethylbenzene (d) n-propyl benzene. 82. (CH3)3CMgCl on reaction D2O produces :(a) (CH3)3CD (b) (CH3)3OD (c) (CD3)3CD (d) (CD3)3OD. 83. In the following groups - OAC(I), -OMe(II), -OSO2Me(III), -OSO2CF3(IV) the order of leaving group ability is : (a) I >II>III>IV (b) IV>III>I>II (c) III>II>I>IV (d) II>III>IV>I. 84. 2-methyl but-1-ene reacts with mercuric acetate in presence of water to form a product, which on reduction with

NaBH4 yield : (a) 2 methyl butan-2-ol (b) 2 methyl butan-1-ol (c) 3 methyl butan-2- ol (d) None of these. 85. In the chlorination of propane , what would be the expected product ratio of n-propyl chloride to Isopropyl

chloride if all the H-atoms were abstracted at equal rates : (a) 1 : 1 (b) 2 :1 (c) 3 : 1 (d) 6 : 1.

86. Phthalic anhydride + benzene Final compound. Write the final Compound : (a) (b) (c) (d) (e) None of these.

87. Consider the following substaces -1)1, 3 di methyl benzene 2)1 ,4 dimethyl benzene3) Toulene 4) Benzene 5) 1, 3, 5

trimethyl benzene . Arrange these substances in decreasing order of their relative reactivity towards electrophile : (a) 5 > 1 > 2 >3 > 4 (b) 1 > 2 > 5 >3 > 4 (c) 1 > 5 > 2 >3 > 4 (d) 2 > 1 > 5 >3 > 4. 88. Main product is : (a) (b) (c) (d) . 89. undergoes electrolyphilic substitution reaction preferentially : (a) at 2 position (b) at 3 position (c) at 4 position (d) at 2 & 4 position. 90. Identify the final product C6H5CH3 final product. (a) pClC6H4CH2CH2CH2OH (b) pHOC6H4CH2CH2OH (c) pClC6H4CH2CHOH (d)pClC6H4CH2CH2CH2OH 91. 3 mole mixture of 1 butyne and 2 butyne forms 11.2 It H2 gas at N.T.P. Hence mole fraction of 1-butyne is : (a) 0.25 (b) 0.75 (c) 0.66 (d) 0.33.

92. CH ≡ C - C - OH A A is : (a) CHOCH2COOH (b) (c) (d) No reaction.

93. CH3-C ≡ C - CH3 (A) (B) :

(a) A is cis - 2 butene, B is meso compound (b) A is trans 2 butene, B is reacemic mixture (c) A is cis -2 butene, B is racemic mixture (d) A is trans2butene, B is meso compound. 94. Propyne is reacted with ammonical cuprous chloride and the product is treated with oxygen to obtain A, A is :

(a) CH3 - C ≡ C - OH (b) CH3C ≡ C - C≡ C - CH3 (c) CH3CH2CHO. (d) CH3COCH3.

95. CH ≡ CH + HCl → CH2 = CH - Cl + ∆ → ? (a) Chloroprene (b) P.V.C. (c) Bakelite (d) Neoprene. 96. Following will not yield a cyclic compound on heating : (a) (b) (c) (d) 97. Cold & dil KMnO4 combines with but-2yne to form : (a) butan-2one (b) butnane-2,3dione (c) butane-2,3diol (d) butane1,3diol. 98. 2 – butyne on reduction with H2-Lindlar’s catalyst gives (A). (A) on treatment with the Baeyer’s reagent gives (B).

Which of the following is correct : (a) (A) is Cis-2-butene, (B) can be resolved (b) (A) is trans-2-butene, (B) is meso product (c) (A) is cis-2butene, (B) is racemic mixture (d) None of these.

H2O Hot Iron Tube

CH3Cl AlCl3

AlCl 3 1) Zn/Hg, HCl 2) PCl3

AlCl 3

O

O C

COCl

OH CH3 CH3

CH3

H2SO4 CH3 CH3

CH3

CH3 CH3

CH3

CH3

CH3

CH3

CH3

CH3

CH3

4 3 2

N1 ..

Cl2 Fe

NBS Mg(1 mole) Ether

1) ethylene oxide 2) H3O

+

HgSO4 H2SO4

CH3CCOOH

O

CH2=CH-C-OH

O Lindlar’s Alkaline KMnO4

COOH CH2

COOH

CH2COOH

CH2COOH

CH2COOH CH2

CH2COOH

COOH COOH

Page 7: Alkanes Alkenes Alkynes Objective

ABC CLASSES,126 2nd Floor , Kingsway Camp, Delhi-110009, Ph,No:011-47041845.

99. Acetylene on reduction with H2/ p – 2 catalyst gives (A) and on reduction with H2/ Pt catalyst gives (B). Which of the following is correct : (a) (A) on reaction with Me3C – Cl in presence of AlCl3 gives Me3C – CH2CH2Cl.

(b) (B) on reaction with conc. HNO3 at about 5000C gives two products having difference in molecular wt. of 14. (c) both (d) None. 100. In which of the following pairs both members can not be prepared by Sabatier Senderens method: (a) (isobutene, neopentane) (b) (neopentnae, 2,2,3,3-tetrametyhl butane) (c) both (d) None.