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SHEET – 3 – ALKENE
(Preparation of Alkenes)
SECTION-1

Conc. H 3PO4
1. CH2 - OH  
 Major product:

(A) CH2 (B) CH3

(C) (D)

2. The major product of the following reaction is:

Br Cl
Na/Ether Br2 ,hv alc. KOH
     

CH3

(A) (B) (C) (D)

COOH

3. CH3 - CH - CH - CH3 KOH

 Product:
Electrolysis

COOH

COO K
COO K
(A) (B)

COO K

(C) (D)

4. Which of the following will be the correct product of reaction?

Conc. H 3PO4
 


OH
OH
(A) (B)

OH

(C) (D)

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5. Ethene can be prepared by dehydration of ethanol. Which of the following conditions will
favour the formation of ethene?
(a) dil H2SO4 (b) conc. of H2SO4
(c) High temperature (d) Low temperature

6. The dehydrohalogenation of 2bromobutane with alcoholic KOH gives

(a) only 2butene (b) only 1butene
(c) 2butene as the major product (d) 1butene as the major product

7. The compound (CH3)2CHCH(Cl)CH3 reacts with alcoholic KOH to give the alkene
(a) (CH3)2CHCH=CH2 (b) CH3CH=C=CH2
(c) CH3CH2CH=CHCH3 (d) (CH3)2C=CHCH3
H3C CH2OH

8. The major product obtained in the acid catalysed dehydration of would be

H2SO4 is
CH3 CH2
CH3 CH3
CH3 CH2

(a) (b) (c) (d)

CH3
alc
Br  (B)
9. KOH

CH3

CH2Br

..
Et3N

10. What is the product in the following?

CH2

(a) (b) (c) (d)

11. Major product of the dehydration of the following is

 CH 3 3 CCHCH 3
OH
(a) (CH3)3CCH=CH2 (b)  CH 3 2 CHC  CH 2
CH 3
(c) CH 3 2 C  C  CH3 2 (d) CH 3CH 2 CH  CHCH 2 CH 3

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12. Reagent used to carry out following alkyne to alkene is
?
 
CH 2C  CCH 3 H
CH2
C C
H CH3

(a) Pd-C/H2, Quinioline (b) Na/NH3

(c) P-2/H2 (d) Ni/H2

A

13. 
A can be –
(A) Conc. H2SO4 (B) alcoholic KOH (C) Et3N (D) t-BuOK

CH2 OH

14. When is heated with conc. H2SO4 at 443 K , the alkene formed is mainly

(A) (B) (C) (D)

15. The products that may form in the elimination reaction of  OH are
N CH3
CH3 CH3

(a) N CH3 (b) N CH2

CH3 CH3 CH3 CH3

CH2
(c) CH3 (d) N CH3
N CH3 CH3
H3C CH3

16. Which of the following reaction is expected to not give

CH3
CH3–C–CH=CH2 as a major product
CH3
CH3 CH3
H2SO4 (CH3)3CO–K+
(a) CH3–C—CH–CH3  (b) CH3–C—CH–CH3 
CH3 OH CH3 Br
CH3
(c) CH3–C—CH–CH3 Zn (d) None of the above
Acetone
CH3 Br
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Cl
alc. NBS alc. NBS alc.
17. (A) (B) (C) (D) (E)
KOH KOH KOH
The product E is

CH3 
t  BuOK

18. F Product. Choose the major products.

CH3
(a) is an endocyclic saytzeff product

CH2
(b) is an exocyclic saytzeff product

CH3
(c) is an endocyclic Hoffmann product

CH2
(d) is an exocyclic Hoffmann product

19. Which of the following reactions is expected to give a fairly good yield of (CH 3 )3 C  CH  CH 2 ?

CH3 OH CH3 Br

H3C C CH - CH3 H3C C CH - CH3

(A) (B)
CH3 H2SO4 CH3 Zn, acetone
 

CH3
H3C CH2CH3 CH3 Br
CH3N
H3 C C CH - CH3
(C) (D)
CH3 C CH - CH3
CH3 Me3CO
CH3 OH,  

20. Br Br 
Zn, dust


CH - CH
Br Br
Br H Br Br
(A) C=C (B) C=C
H Br H H
Br
(C) H  C  C  H (D) CH3 - CH
Br

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21. In the following reaction A is.

CH3

Ph Br
alc KOH
 

Ph Br

CH3
Major product , major product is :
Ph CH2 Ph CH2

(A) (B)
Ph CH2 H2C Ph
Ph CH3

(C) (D) None of these

H3C Ph

Passage - 1
E1 reaction is first order reaction with respect to the substrate. Product formation takes place via
formation of carbocation as reactive intermediate. The rate of E1 reaction depends on both the ease
with which the leaving group leaves and stability of the carbocation that is formed. Product
formation mostly takes place by Saytzeff rule.

22. Which one of the following is most reactive towards E1 reactions?

Br I
(a) C6H5CHCH3 (b) C6H5CHCH3
Cl F
(c) C6H5CHCH3 (d) C6H5CHCH3

23. Which one of the following will be most reactive towards E1 reaction?
Br Br
(a) CCH2CH3 (b) C6H5CHCH3

Br Br
(c) CH2=CHCHCH3 (d) CH2=CHCCH3
CH3
CH3
HCBr NH2–
24. 
(A) . The compound (A) will be
BrCH
CH3
(a) cis alkene. (b) trans alkene.
(b) may be cis or trans alkene. (d) alkyne

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SECTION-2
1. How many alkenes are formed by E1-eliminting e.g. HCl from
3-chloro-3, 5-dimethyl-4-ethylheptane in methanol. (excluding stereoisomers)

2. How many alkenes are formed by E2 – eliminating of 2-Bromo-2, 3, dimethyl hexane using strong
base.

Br
3. alc.

KOH
 major products

CH3
alc. KOH
4. CH3  
(A)

Br

Br
x mol
5. Ph CH CH2 
NaNH
 Ph— C  CNa  x is
2

Br

Cl
H3C H
6. alc KOH
 
D D 

H
7. alc
H 
KOH
 Pr oduct

Br

CH3
CH
KOD excess

D2O
 Pr oduct
F
8.
CH3
O CH
NR3

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ANSWER KEY
SHEET – 3 – ALKENE
(Preparation of Alkenes)
SECTION-1
1. C
2. B
3. C
4. C
5. B, C
6. C
7. D
8. C
9. CH3

CH3
10. C
11. C
12. B
13. A
14. C
15. A, B, C
16. A, C
17. Br
Cl
alc. NBS alc. NBS alc.
KOH KOH KOH
(A) (B) (C) Br (D) (E)
18. D
19. D
20. C
21. B
22. B
23. A
24. D
SECTION-2
1. 3
2. 2
3. Trans Butene
4. CH3

CH3
5. 3

6. H3C H

7.

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8. CD CH CH3

C
O CD CH2

——

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