MechInMo: Hofmann rearrangement

The mechanism of Hofmann rearrangement. Hofmann rearrangement is the reaction of primary amides with bromine and sodium hydroxide to obtain primary amines with one less carbon via the isocyanate intermediate.

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Education

Tags:

• organic
• chemistry
• Hofmann
• rearrangement
• degradation
• reaction
• mechanism
• Amides
• Bromine
• Amines
• Alexandria
• Egypt
• Pharmacy

[MrToyomansi]

Very good video. goodjob. You have made my life easier.

[elwology]

@MrToyomansi Thank you

[zambrocca]

@davianges

where does the isocyanate take the H+ during hydrolysis? from the solvent? thank you

[superkoolking]

dude you could have added some sound to it i cant hear a bit

[DarkExsphere]

@davianges

interesting, however, what i ddi was at the part where bromine leaves the compound, i said bromine just takes the electros from the Br-N bond and leaves becoming Br- while N becomes N+ THEN rearrangement occurs making C double bond with O.... forming O=C=N-R.... is that incorrect? (the Br leaving automatically part)

[davianges]

The reaction is right, but in the end, the catalyst must be recovered. It should be shown that the H of the amine is "cought" from the water, releasing the -OH...