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Question

X is an optically active alkane having lowest molecular mass, predict the structure of the major product obtained on monochlorination of X.

A
CH3CH2CH2CH3|C|ClCH2CH3
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B
CH3CH2CH2CH3|CHC|HClCH3
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C
CH3CH2CH2CH3|CHCH2CH2Cl
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D
ClCH2CH2CH2CH3|CHCH2CH3
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Solution

The correct option is C CH3CH2CH2CH3|C|ClCH2CH3

Halogenation usually occurs at the tertiary position of the alkanes.

The halogenation agents employed are CCl4, dichlorine monoxide, PCl5, phosgene, hypochlorite etc. in all these cases a chain initiating catalyst is required usually peroxides or UV light.

Regioselectivity of electrophillic halogenation usually takes place at the tertiary carbon atom, because tertiary carbon radical is more stable.

Option A is correct.


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