Alkanes Alkenes Alkynes Objective
Alkanes Alkenes Alkynes Objective
Alkanes Alkenes Alkynes Objective
(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 dark/ 300 degree celcius (b) CH4 + Cl2 Room temp. / light
(c) CH4 = Cl2 Room temp. / peroxide (d) CH4 + Cl2 Room temp. / oxygen
.
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 – CH -, CH2, Optically active 1, 2-dichloro propane
Cl
(c) MeCHCl CH2+, optically inactive (d) Me – CH - CH2 , Racemic mix.
Cl
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.
i) B2H6, ether
27. For (B) Me3 C – CH = CH2 i) cold conc. H2SO4 (A) ; (A) and (B) are :
ii) H2O2 - NaOH
ii) heat, H2O
(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 :
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(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 HCl / peroxide
(b) Me Ch = CH Me NOCL (c) Me2 C = CH2 HBr / peroxide (d) Me2 C = CH2 DBr / peroxide
31. In which case the product written is not correct :
(a) Me CH = CH2 → Me CHCl CH2Br
BrCl
(b) Me2 C = CH2 → Me2 C (OH) CH2Cl
Cl 2 / H 2 O
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 → Br2CH CH3 (major)
HBr
(b) MeOCH = CHMe → MeO CHBr CH2Me(major).
HBr
(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.
(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 O CN
(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 →
Na / liq . NH 3
(A); 1 – butyne →
Na / liq . NH 3
(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 C - CH2 (d) All are correct.
O
59. In which of the following the product written is not major :
(a) Me3 C – H → Me3C - Br
Br2 / ho
(b) Me2C = CHMe → Me2C(NO) - CHClMe
NOCl
(c) Me CH = CHD DBr / peroxide MeCHDCHD Br (d) CH2 = CHCH2OH Cold dil. / KMnO4 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.
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80. Following on reaction with ammonia will give pyrole under suitable conditions :
(a) Benzene (b) Cyclobutane (c) 1, 3 cyclobutadiene (d) Ethyne.
H2O Hot Iron CH3Cl
81. In the following reaction, the product (C) is : (a) CaC2 (A) Tube
(B) (C) :
AlCl3
(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 AlCl3 1) Zn/Hg, HCl AlCl3 Final compound. Write the final Compound :
O 2) PCl3
(a) (b) C (c) (d) (e) None of these.
COCl
O
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.
OH CH3
88. CH3 H2SO4 Main product is : (a) CH 3 (b) CH3 (c) CH3 (d) CH3 .
CH3 CH3 CH3 CH3
CH3
CH3 4 CH3 CH3
3 CH3
89. undergoes electrolyphilic substitution reaction preferentially :
2
N1
..
(a) at 2 position (b) at 3 position (c) at 4 position (d) at 2 & 4 position.
90. Identify the final product C6H5CH3 Cl2 NBS Mg(1 mole) 1) ethylene oxide final product.
+
Fe Ether 2) H3O
(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 HgSO4 A A is : (a) CHOCH2COOH (b) CH CCOOH (c) (d) No reaction.
H2SO4
3 CH2=CH-C-OH
Alkaline O
93. CH3-C ≡ C - CH3 Lindlar’s (A) (B) : O
KMnO4
(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) COOH (b) (c) CH2COOH (d)
CH2COOH COOH
CH2 CH2 COOH
COOH CH2COOH CH2COOH
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.
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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.