Click the "draw structure" button to launch the drawing utility. Draw the product formed when 2-heptanone (CH3COCH2CH2CH2CH2CH3) is treated with (CH3) 2CHNH2 in the presence of mild acid. 2-Heptanone is partly responsible for the odor of bleu cheese.

Question

Bailey Hogan

Chemistry

19 August, 15:52

Click the "draw structure" button to launch the drawing utility. Draw the product formed when 2-heptanone (CH3COCH2CH2CH2CH2CH3) is treated with (CH3) 2CHNH2 in the presence of mild acid. 2-Heptanone is partly responsible for the odor of bleu cheese.

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Answers (1)

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Athena Bowman · Answer 1

Structure of the product has been shown below.

Explanation:

This is an example of condensation reaction between a primary amine and a ketone. Here an imine is formed.

In the first step, protonation of cabonyl oxygen occurs. In the 2nd step, amine gives a nucleophilic addition reaction at carbon center of protonated carbonyl group. In the 3rd step, proton transfer takes place. In the 4th step, dehydration occurs. Lastly, deprotonation leads to formation of an imine.

Full mechanism has been shown below.