Solved: Propylene oxide is a chiral molecule. Hydrolysis of propylene oxide gives
Chapter 0, Problem 14-45(choose chapter or problem)
Propylene oxide is a chiral molecule. Hydrolysis of propylene oxide gives propylene glycol, another chiral molecule. (a) Draw the enantiomers of propylene oxide. (b) Propose a mechanism for the acid-catalyzed hydrolysis of pure (R)-propylene oxide. (c) Propose a mechanism for the base-catalyzed hydrolysis of pure (R)-propylene oxide. (d) Explain why the acid-catalyzed hydrolysis of optically active propylene oxide gives a product with lower enantiomeric excess and a rotation opposite that of the product of the base-catalyzed hydrolysis.
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