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Worksheet on KVPY FIITJEE BENGALURU

CENTRE
Subject: CHEMISTRY Topic : ALKENES Date of Distribution :
NAME: BATCH : Max. Marks :

1. In how many of the reactions the major product is 2-pentene?


[ ]
CH3
Br -
-
E tO , D Br H3C C O , D
CH3

+
E tO - , D H , D

F OH
2. Number of isomeric alcohols(including stereoisomerism) which upon acid catalysed dehydration gives 3-
methylpent-2-ene as the major product is
[ ]
(A) 7 (B) 8 (C) 9 (D) None of these
3. Number of compounds (including stereoisomerism) with molecular formula C 6H11Br which upon
dehydrobromination using EtO- base (E2 elimination) can give 1-methylcyclopentene as one of the product?

[ ]
(A) 3 (B) 4 (C) 5 (D) 6
CH3
-
Br H3C C O , D
D 2 + Ni E tO - , D CH3 Ni + D 2
'D' 'C' 'A' 'B'
[ ]
CH2D D CH2D D CH2D
D D
D

, ,

D CH2D D D
D
,
, D D
D

Br
- HBr
'X' alkenes (possible products)
E 2
CH3
Br
- HBr
'Y' alkenes (possible products)
E 1
CH3
Which of the following is / are correct? [
]
(A) X > Y (B) Y > X (C) Y = X (D) X + Y = 8
- D
6. 2-bromobutane + C2H5O Na+ number of possible alkenes (including stereoisomerism) is
[ ]
(A) 1 (B) 2 (C) 3 (D) 4
CH3
CH
CH3
OH H +, D
A (Major)
Number of no bond resonance structures (involving C – H bond) for major alkene A is [
]

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Quiz Topic : ALKENES Page 2 of 3

(A) 7 (B) 5 (C) 9 (D) 10

8. Which of the following correctly represents the rate of acid-catalysed hydration of following alkenes
[ ]
CH3 - CH  CH2
-C  CH - CH3 -CH  CH - C2H5 Ph - CH  CH - C H |
| 2 5
CH3 CH
3
(I) (II) (III) (IV)
(A) III>I>II>IV (B) IV>III>I>II (C) I >II>III>IV (D) IV>III>II>I
9. In which of the following reactions product formation is a result of Hoffmann elimination
O Ac Br
D

CH3 ONa/ D
H3C H3 C  
CH3 CH3
Br H3C

(CH3 )3 COK / D D
H3 C  
N
OH-
 
CH 3 H3C CH3

H3 C CH3
OMDM
  Pr oducts
H H
Identify the correct statement about the above reaction
(A) product is only (+)-2-butanol formed by anti-addition (B) Product is only (-)-2- butanol formed by anti-addition
(C) Product is a racemic mixture of 2-butanol formed (D) Product is a racemic mixture of 1-butanol formed
CH3

H O
HBO 3
  (A)
(B)   Identify the products A , B & C
OMDM

(C)
OH
OH OH
OH OH
OH

A B C
A B C
OH OH OH
OH OH
OH

B C A B C
A

OH H /D

H / D
 (B)
(A) OH
12. (i) ; (ii)
The total number of alkenes obtained in above reactions including minor products and stereoisomers.

13. The compound on E 2 elimination gives ' x ' number of products (include stereo isomers). The value of x is
alc.KOH
Ph - CH2 - C H - CH2 - CH3 �����

| No. of products ( x )
Br
14. The no. of geometrical isomers possible for the compound C6H5–CH=CH–CH=CH–COOH?

15. Match the following


Column – I Column – II

H3C CH CH3 (P) E1 reaction


on treatment with alc.KOH gives CH 2
Br
= CH – CH3 as major product

Ph CH CH3 Ph CH CD3 (Q) E2 reaction


reacts faster than
Br Br
with C2H5O-

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Quiz Topic : ALKENES Page 3 of 3

P – NO2 – Ph – CH2 – CH2 – Fl on treatment with (R) E1cb reaction


C2H5OD/ C2H5O- to form P – NO2 – Ph – CD = CH2

PhCH2CH2Br & PhCD2CH2Br react with same rate with (S) First order reaction
C2H5O-

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