How many distinct stereoisomers are possible for the final major organic product formed when cyclope — Redox Reactions and Volumetric Analysis Chemistry Question
Question
How many distinct stereoisomers are possible for the final major organic product formed when cyclopentene reacts with $OsO_4$ followed by $NaHSO_3$ aqueous workup?
Answer: 1
💡 Solution & Explanation
The reaction of a cyclic alkene with $OsO_4$ is a stereospecific syn-dihydroxylation. The product is exclusively cis-1,2-cyclopentanediol. Because this cis-isomer possesses an internal plane of symmetry, it is a meso compound. Therefore, there are no enantiomers, and only 1 distinct stereoisomer exists.
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