State naoh consuming one equivalent of base

Reference no: EM13164383

1. Compound A, C6H10O2, is optically active. It dissolves slowly in aqueous NaOH, consuming one equivalent of base. When the solution is acidified, A is slowly regenerated.

When A is treated with LiAlH4, followed by an acid workup, compound B is formed. B is optically inactive, and reacts with acetic anhydride to give the acetate diester C. B is oxidized by aqueous chromic acid to give 3-methylpentanedioic acid.

Give the structures of A, B, and C.

Reference no: EM13164383

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