Ketone Chemistry

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GRE Subject Test: Chemistry › Ketone Chemistry

Questions 1 - 2
1

What is the product of the reaction between 2-butanone and lithium aluminum hydride?

2-butanol

3-butanol

3-butanone

Butane

None of these

Explanation

Lithium aluminum hydride is a reducing agent. It reduces ketones and carboxylic acids to alcohols. 2-butanone is a 4-carbon chain with a double bond between an oxygen and carbon 2. The reduction turns the double bond with oxygen into a single bond to a hydroxy group. This makes the product 2-butanol.

2

Screen shot 2015 11 25 at 5.50.20 pm

Which of the following would be a major product of the given reaction?

Screen shot 2015 11 25 at 5.56.49 pm

Screen shot 2015 11 25 at 5.54.43 pm

Screen shot 2015 11 25 at 5.54.56 pm

Screen shot 2015 11 25 at 5.54.50 pm

Explanation

The reaction of a primary amine with a ketone or aldehyde produces an imine by nucleophilic addition. Below is the mechanism for the reaction given:

Screen shot 2015 11 25 at 6.29.18 pm

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