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Question

Which of the following products will be obtained when neopentyl alcohol is treated with conc. HCl in presence of ZnCl2?

A
t-Butyl chloride
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B
Isobutylene
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C
t-Pentyl chloride
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D
Neo pentyl chloride
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Solution

The correct option is B t-Pentyl chloride
When neopentyl alcohol is treated with conc. HCl in presence of ZnCl2, t-pentyl chloride will be final product.
In this reaction, less stable primary carbocation rearranges to more stable tert carbocation through methyl shift. This gives rearranged product.
The overall reaction is the replacement of OH group with chloride.
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