Homework Help: Organic Chemistry

Posted by Bert on Monday, July 7, 2008 at 10:47pm.

HCl is added to t-pentyl alcohol in a vial to synthesize t-pentyl chloride. t-pentyl chloride separates on top and the bottom layer is discarded. Sodium bicarbonate is then used to wash the crude t-pentyl chloride. What is the purpose of this wash and why would it be bad to wash with sodium hydroxide?

Organic Chemistry - DrBob222, Monday, July 7, 2008 at 10:57pm
The NaHCO3 wash is to remove the excess HCl that was added initially. Would washing with NaOH reform the alcohol?

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