Aldehydes and ketones (A-level only)

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Question 11
Medium

A pharmaceutical chemist wants to synthesise a series of structural isomers of molecular formula C6H14O\text{C}_6\text{H}_{14}\text{O}C6​H14​O via the reduction of carbonyl precursors using sodium tetrahydridoborate(III), NaBH4\text{NaBH}_4NaBH4​, in aqueous methanol.

Which of the following isomers cannot be synthesised by this route?

3,3-dimethylbutan-2-ol

2-methylpentan-2-ol

3,3-dimethylbutan-1-ol

3-methylpentan-2-ol

Aldehydes and ketones (A-level only) Questions

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