What are the major products you would expect from Hofmann's elimination of the given amine?

Question:

What are the major products you would expect from Hofmann's elimination of the given amine?

Hofmann's Elimination:

The Hofmann's elimination of an amine gives a less substituted alkene as the final product. In this process, a tertiary amine is also produced because of the treatment of the quaternary ammonium salt with excess of methyl halide. Then, the compound is treated with aqueous silver oxide with heating.

Answer and Explanation: 1

We are told to predict the major product that would be expected from Hofmann elimination of the following amine:

A quaternary ammonium salt is produced when the given amine is treated with excess of methyl iodide. Then, the formed compound is treated with aqueous silver oxide to form the less substituted alkene and tertiary amine as the final products.


The major product has been drawn below:

{eq}\rm (CH_3)_2CHCH=CHCH_2CH_3 {/eq}


Learn more about this topic:

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E2 Elimination & Mechanism Reaction: Definition & Examples

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Chapter 7 / Lesson 6
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Learn about E2 reaction. Understand E2 reaction, its mechanism, and stereochemistry of E2 reactions on secondary and tertiary alkyl halide, and review examples.


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