General Mechanism of Electrophilic Aromatic Substitution
Free radical ...
Question
Free radical chlorination of butane gives 2-chlorobutane and 1-chlorobutane. 2-chlorobutane formed is
A
(±) isomer
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B
Meso
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C
(+) isomer
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D
(−) isomer
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Solution
The correct option is A
(±) isomer
The free radical CH3∙CHCH2CH3 during formation of 2-chlorobutane is planar. Its collision with Cl2 gives (±)2 chlorobutane as ∙Cl may attack on either side forming two molecules with opposite configuration.