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1. Explain the purpose of each step: a. The ether solution is washed with 5% Sod

ID: 972296 • Letter: 1

Question

1. Explain the purpose of each step:

a. The ether solution is washed with 5% Sodium Hydroxide.

b. The ether solution is washed with 10% Hydrochloric acid.

c. The ether solution is washed with saturated Sodium Chloride.

2. The synthesis of the acid chloride is neat. What is the definition of neat in organic chemistry?

The purpose of this week's lab is the two-step synthesis of the insect repellent OFF®. In the first step, an acid chloride is prepared using thionyl chloride and m-toluic acid. The acid chloride is then used directly in the next step without isolation or purification. The second step of the synthesis involves amide formation by reaction the acid chloride with an amine (N, N-diethylamine). chloride with an amine (V, N-diethylamine). SOCl2 Ci

Explanation / Answer

a. The ether solution is washed with 5% Sodium Hydroxide to remove traces of acid chloride present in the solution. NaOH converts acid chloride into sodium salt of the corresponding acid and thus it becomes soluble in aqueous solution.

b. The ether solution is washed with 10% Hydrochloric acid to remove starting material diethyl amine of the second step. Diethyl amine being a fairly strong acid easily gets dissolved in 10% HCl and gets washed as chloride salt.

c. The ether solution is washed with saturated Sodium Chloride solution to remove residual water present in the ether layer.

2. Neat Synthesis:

           A synthetic protocol is termed as neat where all or few of the reactants being liquid no solvent is used in the synthetic protocol.