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Which alcohol could not be produced by the reduction of an aldehyde or a ketone? A 2,2-dimethylpropan-1-ol B 2-methylbutan-2-ol C 3-methylbutan-2-ol D pentan-3-ol - AQA - A-Level Chemistry - Question 23 - 2017 - Paper 3
Question 23
Which alcohol could not be produced by the reduction of an aldehyde or a ketone? A 2,2-dimethylpropan-1-ol B 2-methylbutan-2-ol C 3-methylbutan-2-ol D pentan-3-ol
Worked Solution & Example Answer:Which alcohol could not be produced by the reduction of an aldehyde or a ketone? A 2,2-dimethylpropan-1-ol B 2-methylbutan-2-ol C 3-methylbutan-2-ol D pentan-3-ol - AQA - A-Level Chemistry - Question 23 - 2017 - Paper 3
Step 1
Identify each alcohol and its possible synthesis
Answer
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2,2-Dimethylpropan-1-ol: This alcohol can be produced from the reduction of an aldehyde, such as 2,2-dimethylpropanal.
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2-Methylbutan-2-ol: This alcohol can be synthesized by reducing 2-methylbutan-2-one (a ketone).
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3-Methylbutan-2-ol: Similarly, this alcohol can be produced via the reduction of 3-methylbutan-2-one (a ketone).
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Pentan-3-ol: This alcohol can be obtained by reducing pentan-2-one (a ketone).
Step 2
Determine which alcohol could not be produced
Answer
After analyzing the possible alcohols, 2,2-dimethylpropan-1-ol is the only option that cannot be synthesized from the reduction of an aldehyde or a ketone, as a 1° alcohol cannot be formed from the reduction of a carbonyl compound that does not have a hydrogen directly attached to the carbonyl.