Acid chlorides can be converted into primary amines with the loss of a single carbon atom via the Curtius rearrangement. The rea
ction involves treating an acid chloride with sodium azide to form an acyl azide. The acyl azide then loses N2 to give an isocyanate, which is hydrolyzed to release CO2 and the primary amine. Draw curved arrows to show the movement of electrons in this step of the mechanism.
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Answer:
Reaction mechanism has been given below
Explanation:
- Propanoyl chloride contains an electrophilic carbonyl center to give nucleophilic acyl substitution reaction by removing Cl group with a strong nucleophile like methylmagnesium bromide.
- Two equivalent of methyl magnesium bromide react with cabonyl center followed by protonation of negatively charged oxygen atom gives 2-methyl-2-butanol.
- In the first step, nucleophilic acyl substituion occurs. In the second step, nucleophilic addition occurs. In the third step, protonation occurs.
- Reaction mechanism has been shown below.
