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

1. Acetone
2. Ozone
3. MnO2
4. Aluminium isopropoxide

Correct answer: MnO2

Solution

MnO2 selectively oxidizes cis-diols to ketones, while it does not react with trans-diols, making it suitable for distinguishing the two isomers.

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