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When cyclohexene is exposed to OsO4 and NMO, the name (including cis/trans stereochemistry) of the resulting product is

Question

When cyclohexene is exposed to OsO4 and NMO, the name (including cis/trans stereochemistry) of the resulting product is

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Solution

Sure, let's break down the reaction step by step:

  1. Identify the reactants and reagents:

    • The reactant is cyclohexene.
    • The reagents are OsO4 (osmium tetroxide) and NMO (N-methylmorpholine N-oxide).
  2. Understand the reaction mechanism:

    • OsO4 is a reagent commonly used for dihydroxylation of alkenes.
    • NMO acts as a co-oxidant to regenerate OsO4 from its reduced form, allowing the reaction to proceed efficiently.
  3. Predict the product:

    • The reaction between cyclohexene and OsO4/NMO will result in the addition of two hydroxyl groups (OH) across the double bond of cyclohexene.
    • This addition is syn, meaning both hydroxyl groups will add to the same side of the cyclohexene ring.
  4. Determine the stereochemistry:

    • Since the addition is syn, the resulting product will have the hydroxyl groups on the same side of the ring, leading to a cis configuration.
  5. Name the product:

    • The product is cis-1,2-cyclohexanediol.

So, the name of the resulting product, including the cis/trans stereochemistry, is cis-1,2-cyclohexanediol.

This problem has been solved

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