Question: Amines are converted into alkenes by a two-step process called the Hofmann elimination. SN2 reaction of the amine with an excess of CH3I in the

Amines are converted into alkenes by a two-step process called the Hofmann elimination. SN2 reaction of the amine with an excess of CH3I in the first step yields an intermediate that undergoes E2 reaction when treated with silver oxide as base. Pentylamine, for example, yields 1-pentene. Propose a structure for the intermediate, and explain why it undergoes readyelimination.

1. Excess CH3I CH3CH2CH2CH=CH2 CH3CH2CH2CH2CH2NH2 2. Ag20, H20

1. Excess CH3I CH3CH2CH2CH=CH2 CH3CH2CH2CH2CH2NH2 2. Ag20, H20

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