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Stereospecific reduction of benzoin with sodium borohydride experiment questions

ID: 957810 • Letter: S

Question

Stereospecific reduction of benzoin with sodium borohydride experiment questions?
Br 3. Briefly explain the purpose of each of the following steps in the stereospecific reduction of benzoin with sodium borohydride. a) The recrystallization of benzoin in part A was accomplished using a mixed solvent of petroleum ether and acetone. b) The combined organic extracts in part B (acetonide synthesis) are washed with 25 mL of water in a separatory funnel and then transferred to an Erlenmeyer flask to which an appropriate amount of MgSO4 is added. c) The acetonide product in part B was recpystalizd tom ure petroleum ether only. c) The acetonide product in part B was recrystallized from pure petroleum ether only. d) The acetonide is stored in the refrigerator between lab periods.

Explanation / Answer

a) A mixed crystallization solvent of acetone and petroleum ether was used.

b) MgSO4 is added to remove water and water soluble impurities.

c) The acetonide product in part B is recrystallized in pure petroleum ether; it is only soluble in hot petroleum ether so cold petroleum ether can be used to remove unreacted diol.

d) Acetonide is stored in very low temperature to avoid decomposition to benzaldhyde and benzoic acid at room temperature

e)

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