Problems and exercisesEpoxidation

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Problems and exercises
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1. Epoxide or osmate

Predict the result of the following reactions:

An isopropylmethylcyclohexene with 1) MCPBA and 2) H₂O, H₂SO₄, and with 1) OsO₄ and 2) H₂O

2. Which double bond?

Which double bond of limonene is epoxidized faster with 1 mol of MCPBA? Remember that limonene has a trisubstituted double bond in the ring and a disubstituted (terminal) one in the isopropenyl group.

3. Stereospecificity

Which stereoisomer of 2,3-epoxybutane is obtained from cis-but-2-ene with MCPBA? Is it chiral?

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