Curtius rearrangement II Name reaction II Organic chemistry

Curtius rearrangement II Name reaction II Organic chemistry

The Curtius rearrangement is a rearrangement that occurs with acyl azides and yields a primary amine with loss of the acyl carbon. It resembles the Hofmann rearrangement in that an R group migrates from the acyl carbon to the nitrogen atom as the leaving group departs. In this instance the leaving group is N2 (the best of all possible leaving groups since it is highly stable, is virtually nonbasic, and being a gas, removes itself from the medium).

Acyl azides are easily prepared by allowing acyl chlorides to react with sodium azide. Heating the acyl azide brings about the rearrangement; afterward, adding water causes hydrolysis and decarboxylation of the isocyanate gives primary amine.

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⏲️Time Stamps⏲️

00:00 Intro - Curtius rearrangement II Name reaction II Organic chemistry
00:20 Curtius rearrangement
01:00 Examples of curtius rearrangement
01:23 Mechanism of curtius rearrangement
03:48 Question The reaction sequence below shows how a methyl group on a benzene ring can be replaced by an amino group. Supply the missing reagents and intermediates.
05:20 Conclusion

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Video Title: Curtius rearrangement II Name reaction II Organic chemistry
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[YourChemistryLab]

What are the similarity with Curtius rearrangement and Hofman degradation reaction? What is the starting material of preparation of aniline by curtius rearrangement?

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