During the work-up of the reaction mixture, the organic layer, which contains mo

Question

During the work-up of the reaction mixture, the organic layer, which contains most of the product, is washed (or extracted) with saturated aqueous sodium chloride solution. What is the purpose of this wash? (Refer to the nucleophylic substitution experiment or synthesis of t-butyl chloride) to neutralize any residual HCl in the organic layer to pull water from the organic layer, thereby "drying" it to remove colored impurities from the organic product to increase die concentration of Cl, thereby encouraging formation of product

Explanation / Answer

An acid wash 10% HCl commonly is used to remove basic impurites amines, while a basic wash like sat. NaHCO3 or 10% NaOH is used to remove unwanted acids impurities. "Washing" the organic layer with saturated aqueous sodium chloride which is also otherwise known as brine is used to to pull the water from the organic layer to the water layer. Hence it works as drying agent. Because Saturated NaCl or salt solution wants to become more dilute. Also the salts have a stronger attraction to water than to organic solvents.

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