Organic Chemistry : Help with Amine Synthesis

Study concepts, example questions & explanations for Organic Chemistry

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Example Questions

Example Question #632 : Organic Chemistry

A secondary alkyl halide is treated with , then , then acid. The final product is __________.

Possible Answers:

None of the other answers

a secondary amine

an amide

phthalimide

a primary amine

Correct answer:

a primary amine

Explanation:

The  group replaces the halogen as the halogen is a better leaving group. Lithium aluminum hydride is a strong reducing agent. It takes nitrogen-nitrogen bonds and allows for nitrogen hydrogen bonds to be formed instead. A primary nitrogen is bonded to two hydrogens and one R group. After reduction, a primary amine is formed.

Example Question #633 : Organic Chemistry

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What product would be obtained for the acid catalyzed reaction shown above?

Possible Answers:

Screen shot 2015 12 29 at 6.42.00 pm

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Correct answer:

Screen shot 2015 12 29 at 6.42.00 pm

Explanation:

The reaction given is for the nucleophilic addition of a secondary amine to a ketone. Below is the mechanism for this acid catalyzed reaction:

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The protonation of the hydroxyl group makes it a better leaving group.

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