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ALKANES, ALKENES, ALKYNES Home Assignment-1

1. 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. 2. 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. 3. 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). 4. 2 – butene on reaction with O3/ CCl4 gives : (a) Me CHO (b) Me COOH (c) Me CH CH Me (d) Me C – C Me.. 5. 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. 6. 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. 7. 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. 8. 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. 9. 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. 10. In which of the following chiral centre is generated : (a) Me CH = CH2 (b) Me CH = CH2 (c) both (d) None. 11. 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

12. 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. 13. Structural formula for Lewisite is :

(a) CHCl = CHAsCl3 (b) CH2 = CHAsCl3 (c) CHCl = CHAsCl2 (d) ClC ≡ C AsCl2. 14. Cetane number of following is assigned to be 100 : (a) n-hexadecane (b) n-icosane (c) a-methyl napthalene (d) pyridine. 15. Following on reaction with ammonia will give pyrole under suitable conditions : (a) Benzene (b) Cyclobutane (c) 1, 3 cyclobutadiene (d) Ethyne. 16. In the following reaction, the product (C) is : (a) CaC2 (A) (B) (C) :

O – O

O

O – O

O

DBr / peroxide DCl / peroxide

C Me

HOCl / H+ NOCl

DBr / peroxide Cold dil. / KMnO4

H2O Hot Iron Tube

CH3Cl AlCl3

(a) Benzene (b) Toulene (c) Ethylbenzene (d) n-propyl benzene. 17. (CH3)3CMgCl on reaction D2O produces :(a) (CH3)3CD (b) (CH3)3OD (c) (CD3)3CD (d) (CD3)3OD. 18. 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. 19. 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. 20. 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.

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

22. 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. 23. Main product is : (a) (b) (c) (d) . 24. undergoes electrolyphilic substitution reaction preferentially : (a) at 2 position (b) at 3 position (c) at 4 position (d) at 2 & 4 position. 25. Identify the final product C6H5CH3 final product. (a) pClC6H4CH2CH2CH2OH (b) pHOC6H4CH2CH2OH (c) pClC6H4CH2CHOH (d)pClC6H4CH2CH2CH2OH 26. 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.

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

28. 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. 29. 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.

30. CH ≡ CH + HCl → CH2 = CH - Cl + ∆ → ? (a) Chloroprene (b) P.V.C. (c) Bakelite (d) Neoprene. 31. Following will not yield a cyclic compound on heating : (a) (b) (c) (d) 32. Cold & dil KMnO4 combines with but-2yne to form : (a) butan-2one (b) butnane-2,3dione (c) butane-2,3diol (d) butane1,3diol. 33. 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. 34. 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. 35. In which of the following pairs both members can not be prepared by Sabatier Senderens method:

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

ABC CLASSES126,2nd Floor , Kingsway Camp, Delhi-110009,Ph.No:011-47041845.

(a) (isobutene, neopentane) (b) (neopentnae, 2,2,3,3-tetrametyhl butane) (c) both (d) None 36. 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.

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