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The conversion of an amide to an amine w...

The conversion of an amide to an amine with one carbon atom less by the action of alkaline hydrohalite is known as Hofmann bromamide degradation

In this reaction, `RCONBr` is formed from which the reaction has derived its name. Hofmann degradation is an intra molecular reaction.
How can be conversion (i) to (ii) be brought about ?

A

`KBr`

B

`KBr+CH_(2)ONa`

C

`KBr+KOH`

D

`Br_(2)+KOH`.

Text Solution

Verified by Experts

The correct Answer is:
D
The reagent used in Hofmann bromamide reaction is `NaOH` or `KOH + X_(2)` (X = halogen)
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RCONH_(2) is converted into RNH_(2) by means of Hofmann bromamide dehydration In this reaction, RCONHBr is formed from which this reaction has derived its name. Electron donating group at phenyl activities the reaction. Hofmann degradation reaction is an intramolecular reaction. How can the conversion of (i) to (ii) be brought about ?

The conversion of an amide into an amine with one carbon atom less by the action of alkaline hydrohalite is known as Hofmann bromamide rearrangement: RCONH_(2) overset(Br_(2)//KOH)toR-NH_(2) The most important feature of the reaction is the arrangement of N–bromamide anion to isocyanate : The product of the reaction Product amine will be :

Knowledge Check

  • The conversion of an amide to an amine with one carbon atom less by the action of alkaline hydrohalite is known as Hofmann bromamide degradation In this reaction, RCONBr is formed from which the reaction has derived its name. Hofmann degradation is an intra molecular reaction. Which is the rate determining step in Hofman bromamide degradiation ?

    A
    Formation of (i)
    B
    Formation of (ii)
    C
    Formation of (iii)
    D
    Formation of (iv)

  • The conversion of an amide to an amine with one carbon atom less by the action of alkaline hydrohalite is known as Hofmann bromamide degradation In this reaction, RCONBr is formed from which the reaction has derived its name. Hofmann degradation is an intra molecular reaction. What are the constituent amines formed when the mixture of (i) and (ii) undergoes Hofmann bromamide degradation ?

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    A
    `KBr`
    B
    `KBr + CH_(3) ON a`
    C
    `KBr + KOH`
    D
    `Br_2 + KOH`

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    The conversion of an amide into an amine with one carbon atom less by the action of alkaline hydrohalite is known as Hofmann bromamide rearrangement: RCONH_(2) overset(Br_(2)//KOH)toR-NH_(2) The most important feature of the reaction is the arrangement of N–bromamide anion to isocyanate : Predict the product in the following reaction

    The conversion of an amide into an amine with one carbon atom less by the action of alkaline hydrohalite is known as Hofmann bromamide rearrangement: RCONH_(2) overset(Br_(2)//KOH)toR-NH_(2) The most important feature of the reaction is the arrangement of N–bromamide anion to isocyanate : Which of the following can undergo Hofmann bromamide reaction most easily ?

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