Question

concept questions predict the product. predict the major organic product(s) for the following reactions.

Explanation:

Step1: Analyze first reaction

The starting compound is an anhydride. Reaction with 2 - propanol (isopropyl alcohol) followed by water work - up will result in a half - ester formation. The reaction is a nucleophilic acyl substitution where the alcohol attacks one of the carbonyls of the anhydride.

Step2: Analyze second reaction

The starting compound is a di - acyl chloride. With excess 3 - propanol in the presence of pyridine (a base to neutralize the HCl formed), a diester will be formed through nucleophilic acyl substitution.

Step3: Analyze third reaction

The starting compound is an acyl chloride. Reaction with a secondary amine in pyridine (base) will form an amide through nucleophilic acyl substitution.

Step4: Analyze fourth reaction

The starting compound is an anhydride. Reaction with an alkyl thiol followed by water work - up will result in a thio - half - ester formation. The thiol is the nucleophile that attacks the carbonyl of the anhydride.

Step5: Analyze fifth reaction

The starting compound is an ester. Reaction with 2 - butanol followed by water work - up will result in a trans - esterification reaction, forming a new ester.

Answer:

1. A half - ester product from the reaction of the anhydride and 2 - propanol.
2. A diester product from the reaction of the di - acyl chloride and excess 3 - propanol.
3. An amide product from the reaction of the acyl chloride and the secondary amine.
4. A thio - half - ester product from the reaction of the anhydride and the alkyl thiol.
5. A new ester product from the trans - esterification of the given ester and 2 - butanol.