The sulfuric acid–catalyzed reaction of isopentyl alcohol with acetic acid to form isopentyl acetate is performed. This reaction does not proceed to completion. After the reaction is heated under reflux for an hour, the product mixture is washed with aqueous sodium bicarbonate solution, and the organic layer is thoroughly dried. A distillation of the organic layer is then performed. Given the boiling points listed below, select the compound that will distill first.
Compound Boiling point, ℃
acetic acid 118
isopentyl acetate 142
isopentyl alcohol 130
sulfuric acid water 290
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The sulfuric acid–catalyzed reaction of isopentyl alcohol with acetic acid to form isopentyl acetate...
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