Question

Orgo II Tutorial: Hofmann and Curtius Rearrangements

Answer 1

istg I keep wanting to spell them as Hoffman and Curtis >>

Answer 2

\({\bf{Hofmann:}}\) uses amide (with only hydrogems on the nitrogen) and creates with Br2 and NaOH and heat to create a primary amine. ***note: the entire C=O bond is removed so you must account for that when counting your carbons ***

Answer 3

\({\bf{Curtius:}}\) also uses a isocyanate intermediate but starts with an acyl chloride, converts the chlorine to an azine, then is heated to yield the isocyanate, and from there it follows the same mechanism as the hofmann

Answer 4

Anyway, that's the end of my tutorial, I hope it was a helpful resource. Source material is Organic Chemistry 12th edition by Solomons, et. al.