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 first step yields an intermediate that undergoes E2 reaction when treated with silver oxide as a base. Pentylamine, for example, yields 1-pentene. CH3CH2CH2CH2CH2NH2 -- 1. excess CH3I / 2. Ag2O, H2O --> CH3CH2CH2CH=CH2 Propose structures for the intermediate and the alkene produced in steps 1 & 2 when the following compound undergoes Hofmann elimination: CH3CH(CH3)CH2NH2 ? Intermediate ? Alkene • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Include anionic counter-ions, e.g., I-, in your answer, but draw them in their own sketcher. • Separate intermediates from products using the ? symbol from the drop-down menu.

          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 a base. Pentylamine, for example, yields 1-pentene.
CH3CH2CH2CH2CH2NH2 -- 1. excess CH3I / 2. Ag2O, H2O --> CH3CH2CH2CH=CH2
Propose structures for the intermediate and the alkene produced in steps 1 & 2 when the following compound undergoes Hofmann elimination:
CH3CH(CH3)CH2NH2 ? Intermediate ? Alkene
• You do not have to consider stereochemistry.
• You do not have to explicitly draw H atoms.
• Include anionic counter-ions, e.g., I-, in your answer, but draw them in their own sketcher.
• Separate intermediates from products using the ? symbol from the drop-down menu.

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 a base. Pentylamine, for example, yields 1-pentene.
CH3CH2CH2CH2CH2NH2 – 1. excess CH3I / 2. Ag2O, H2O –> CH3CH2CH2CH=CH2
Propose structures for the intermediate and the alkene produced in steps 1 2 when the following compound undergoes Hofmann elimination:
CH3CH(CH3)CH2NH2 ? Intermediate ? Alkene
• You do not have to consider stereochemistry.
• You do not have to explicitly draw H atoms.
• Include anionic counter-ions, e.g., I-, in your answer, but draw them in their own sketcher.
• Separate intermediates from products using the ? symbol from the drop-down menu.

Added by Catalina A.

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