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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

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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-AQA-A-Level Chemistry-Question 23-2017-Paper 3.png

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-... show full transcript

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

A) 2,2-dimethylpropan-1-ol

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Answer

2,2-dimethylpropan-1-ol can be produced by the reduction of the corresponding ketone, 2,2-dimethylpropan-2-one.

Step 2

B) 2-methylbutan-2-ol

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Answer

2-methylbutan-2-ol can be obtained from the reduction of 2-methylbutan-2-one.

Step 3

C) 3-methylbutan-2-ol

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Answer

3-methylbutan-2-ol can be synthesized through the reduction of 3-methylbutan-2-one.

Step 4

D) pentan-3-ol

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Answer

Pentan-3-ol can be formed by reducing pentan-3-one, so the option is feasible.

Step 5

Conclusion

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Answer

Among the given options, all can be produced through reduction of aldehydes or ketones. However, considering the structure and the positions of carbon atoms, 2,2-dimethylpropan-1-ol cannot be synthesized through the reduction of a typical aldehyde or ketone due to sterics preventing the reaction. Hence, the correct answer is A) 2,2-dimethylpropan-1-ol.

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