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JEE Main Chemistry question

ChemistryOrganic Chemistry - Some Basic Principles and TechniquesJEE Main

A cyclohexane ring bearing two adjacent (vicinal) hydroxyl groups in a particular relative (cis or trans) configuration is treated with to cleave the ring to a dialdehyde, which is then reduced with to give product (a ring-opened diol). What is the total number of stereoisomers of product ?

Answer: 3

Solution

Periodate cleavage of the vicinal diol opens the ring to a chain bearing two stereocentres at its former ring-fusion carbons (now bearing groups after reduction); because the two halves

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Question ID VK-149015