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Glucose

Which of the ...

Question

Which of the following products is formed in good yield by the reduction of methyl 4-oxo-hexanoate (M) with $N a B H_{4}$ ?

Methyl 4-hydroxyhexanoate

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1,4-Hexanediol

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6-Hydroxy-3-hexanone

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4-Hydroxyhexanal

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Solution

The correct option is A Methyl 4-hydroxyhexanoate
Sodium borohydride reduces ketone to a secondary alcohol. Sodium borohydride does not reduce ester.

Hence the correct option is A.

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(M)

L i A l H_{4}

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H g (C H_{3} C O O)_{2} - H_{2} O

N a B H_{4}

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C H_{3} - C H_{3} | C H - O H | C H - C H_{2} - C O O H

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