Question

In this experiment a racemic mixture of a diamine called trans-1,2-diaminocyclohexane (basic substances) was converted to a diastereomeric salt mixture using optically pure L-(+)-tartaric acid. This salt mixture will be separated using crystallization techniques. The salt from the (R,R) diamine was less soluble than the salt from the (S,S) diamine and was separated by a vacuum filtration.

How could you convert your salt back to the free diamine? Describe the experimental details that would be needed to regenerate your optically pure diamine. Be sure to include a mechanism using the curved-arrow formalism.

Answer 1