ABC CLASSES FOR IIT-JEE

ALKANES, ALKENES, ALKYNES D.P.P-2

1. 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
2. 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

(c) Me3 C – CH = CH2     → Me3 C-CH2 CH2OH

hydroboration
(d) CCl3 CH = CH2  → CCl3 CH2 CH2 Cl.
HCl

3. 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.
4. 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

(c) both (d) None.

5. For CH3 CH = CH2   →
BD 3 / THF
(A)   → (B) :
H 2 O 2 / aq . NaOH

(a) (A) is (Me CHD CH2 -)3 B (b) (B) is MeCHD CH2OH. (c) both (d) None.
6. 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.
7. 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.
8. 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.
9. 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.
10. 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.
11. Which alkane can not be prepared by hydrogenation of an alkyne :
(a) isobutane (b) isopentane (c) both (d) None.
12. n – butyraldehyde can be prepared by :
(a) hydroboration oxidation of 1-butyne (b) oxidative ozonolysis of 4 - octene (c) both (d) None.
13. 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.
14. 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.
15. 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.
16. 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.
17. Propene on reaction with Br2/ CCl4 gives :
(a) racemic mixture via carbocation

ABC CLASSES 126,2nd Floor , Kingsway Camp , Delhi-11009,Ph:011-47041845,

www.abcclasses.in
 (b) optically inactive product which can not be resolved via cyclic intermediate
(c) optically active product via cyclic intermediate (d) None.
18. 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.
19. 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.
20. 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.
21. 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 .
22. 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.
23. For EtCl → (A) , select the correct alternative :
KCN

(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.
24. 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.
25. 2 – butene on reaction with Br2/ CCl4 gives :
(a) racemic mixture (b) meso - 2, 3 - dibromo butane (c) both (d) None .
26. 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.
27. 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 .
28. 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 .
29. 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
30. 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

 → MeCH = CH Me (d) both (b) and (C).

Alc . KOH
(c) MeCH2CH2CH2Br
31. 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.
32. Sulphonation is most difficult in : (a) Iso butane (b) Iso pentane (c) neopentane (d) n - hexane.
33. Which of the following can not be considered as a mechanistic step in chain reaction of methane with Cl2.
(a) Cl2 → 2 Cl• (b) Cl• → CH4 → CH3Cl + H• (c) Cl• + CH4 → CH3• + HCl
(d) Cl• → CH3• → CH3Cl (e) CH3• + CH3• → CH3CH3
34. 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.
35. 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.

ABC CLASSES 126,2nd Floor , Kingsway Camp , Delhi-11009,Ph:011-47041845,

www.abcclasses.in