when-hexan-3-ol-is-treated-with-concentrated-hbr-solution-the-reaction-proceeds-

Question

When hexan-3-ol is treated with concentrated HBr solution, the reaction proceeds with partial racemization with excess inversion. Provide the possible mechanism accounting for racemization resulting in greater inversion than retention of configuration.

Accepted Answer

Two possible mechanisms:

(1) 50% inversion and 50% retention of configuration

(2) 100% inversion of configuration

Answer

Two possible mechanisms:

(1) 50% inversion and 50% retention of configuration

(2) 100% inversion of configuration

Answer

Two possible mechanisms:

(1) 50% inversion and 50% retention of configuration

(2) 100% inversion of configuration

Answer

Two possible mechanisms:

(1) 50% inversion and 50% retention of configuration

(2) 100% inversion of configuration

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When hexan-3-ol is treated with concentrated HBr solution, the reaction proceeds with partial racemization with excess inversion. Provide the possible mechanism accounting for racemization resulting in greater inversion than retention of configuration.