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In the workup of Grignard reaction the quenched reaction mixture is poured into

ID: 895283 • Letter: I

Question

In the workup of Grignard reaction the quenched reaction mixture is poured into a separatory funnel and two layers exist. Note which layer, organic or aqueous, you would expect each compound to be present in the higher concentration: 2-methyl-4-heptanol MgCl_2 Unreacted butanal Unreacted 1-chloro-2-methylpropane Excess HCl In the extraction process to isolate the alcohol product you washed the ether layer with saturated sodium chloride. What role does the saturated sodium chloride wash play? Explain In the reaction with bleach to form a ketone the alcohol is oxidized. What reagent is the oxidizing agent? Which element in the reagent is acting as the oxidizing agent? How many electrons does the alcohol lose as it is oxidized to a ketone?

Explanation / Answer

2. Organic layer:

2-methyl-4-heptanol

Butanal

1-chloro-2-methylpropane

Aqueous Layer:

MgCl2

HCl

3. It acts as a carrier of water reamins in the organic layer.

4. Hypohlorous acid is the oxidizing agent, which is generated by combining sodium hypochlorite and an acetic acid. Chlorine is the oxidizing agent. 2 electrons are lost.