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Question

Which of the following reagents would distinguish cis-cyclopenta−1, 2−diol from the trans-isomer?

A
Acetone
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B
Ozone
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C
MnO2
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D
Aluminium isopropoxide
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Solution

The correct option is B Acetone
Acetone would distinguish cis-cyclopenta−1,2−diol from the trans-isomer.
With cis isomer, acetone forms bicylic ketal. With trans isomer, formation of bicyclic ketal is not possible due to presence of angle strain.
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