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Question

Which of the following is the major monohalo product of the given reaction?

A
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B
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C
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D
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Solution

The correct option is A
The given reaction follows SNi mechanism.​
This method is used for the preparation ​of alkyl halide from alcohol​. The by-products of this reaction are gaseous in nature so it is easy to separate the product from the reaction. In this reaction, the lone pair on oxygen will attack the S atom and the CO bond break to form carbocation. Then, Cl attacks carbocation to form alkyl chloride.
In intramolecular nucleophilic substitution reaction, retention of configuration takes place​.

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