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Question

A compound C5H10O does not reduce Fehling's solution, form a phenyl hydrazone, shows the haloform reaction, and can be converted into n-pentane by Zn - Hg and conc. HCl. What is this compound ?

A
1- pentanone
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B
2- pentanone
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C
Cyclopentanol
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D
3- pentanone
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Solution

The correct option is D 2- pentanone
A compound C5H10O does not reduce Fehling's solution. Hence, it is not an aldehyde. It forms a phenyl hydrazone. Hence, it contains carbonyl group. It shows the haloform reaction.

Hence, it is a methyl ketone. It can be converted into n-pentane by Zn - Hg and conc. HCl. Hence, it is a straight chain compound. Hence, this compound is 2- pentanone (CH3COCH2CH2CH3). Note: The reaction with Zn - Hg and conc. HCl reduces carbonyl group to methylene group.

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