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Question

Select the correct options with respect to the reaction of cis-3-methylcyclopentanol with P/I2:

A
The reaction is SN1
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B
The reaction is SN2
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C
The substrate is optically active
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D
The product is optically active
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Solution

The correct options are
B The reaction is SN2
C The substrate is optically active
D The product is optically active
P andI2 generate PI3 in situ. The alcohol (substrate) is secondary;
with PI3, it undergoes inversion at the carbinol carbon via an SN2.

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