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JEE Main 20268 AprilEvening Shift
Exam
JEE Main
Year
2026
Date
8 April
Shift
Evening Shift
Subject
Chemistry
Chapter
Haloalkanes and Haloarenes

JEE Main 2026 · 8 April · Evening Shift · Chemistry · Haloalkanes and Haloarenes

n-Butane on monochlorination under photochemical condition gives an...

n-Butane on monochlorination under photochemical condition gives an optically active compound "P". "P" on further chlorination gives dichloro compounds. The number of dichloro compounds obtained (ignore stereoisomers) is:

Options

  1. A33
  2. B44
  3. C55
  4. D66

Correct answer

B. 44

Step-by-step solution

The structure of n-butane is CH3−CH2−CH2−CH3CH_3-CH_2-CH_2-CH_3.

Monochlorination of n-butane gives two structural isomers: 1-chlorobutane and 2-chlorobutane.

Among these, 2-chlorobutane (CH3−CH2−C∗HCl−CH3CH_3-CH_2-C^{*}HCl-CH_3) contains a chiral carbon atom and is optically active. Thus, the optically active compound "P" is 2-chlorobutane.

Further chlorination of 2-chlorobutane can take place at any of the four carbon atoms, yielding the following dichloro compounds (ignoring stereoisomers):

1. Chlorination at C-1: CH3−CH2−CHCl−CH2ClCH_3-CH_2-CHCl-CH_2Cl (1,2-dichlorobutane)

2. Chlorination at C-2: CH3−CH2−CCl2−CH3CH_3-CH_2-CCl_2-CH_3 (2,2-dichlorobutane)

3. Chlorination at C-3: CH3−CHCl−CHCl−CH3CH_3-CHCl-CHCl-CH_3 (2,3-dichlorobutane)

4. Chlorination at C-4: CH2Cl−CH2−CHCl−CH3CH_2Cl-CH_2-CHCl-CH_3 (1,3-dichlorobutane)

Therefore, 4 structurally distinct dichloro compounds are obtained.

Answer: 44
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