X is an optically active alkane having lowest molecular mass, predict the structure of the major product obtained on monochlorination of X.
A
CH3−CH2−CH2−CH3|C|Cl−CH2−CH3
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B
CH3−CH2−CH2−CH3|CH−C|HCl−CH3
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C
CH3−CH2−CH2−CH3|CH−CH2−CH2−Cl
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D
Cl−CH2−CH2−CH2−CH3|CH−CH2−CH3
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Solution
The correct option is CCH3−CH2−CH2−CH3|C|Cl−CH2−CH3
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.