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An organic compound 'X' having molecular...

An organic compound 'X' having molecular formula `C_(5)H_(10)O` yield phenylhydrazone and gives negative response to the iodoform test and Tollens test . It produces n-pentane on reduction. 'X' could be

A

3-pentanone

B

n-amyl alcohol

C

pentanal

D

2-pentanone

Text Solution

Verified by Experts

The correct Answer is:
A

Since X `(C_(5)H_(10)O)` forms a phenylhydrazone but does not give tollens' test, it cannot be an aldehyde but must be a ketone. Since (X) on reduction gives n-pentane, therefore, it must be a straight chain ketone. Since (X) does not give, iodoform test, it cannot be a methyl ketone.. therefore, it must be 3-pentanone.
`underset("3-Pentanone")(CH_(3)CH_(2)-overset(O)overset(||)(C)-CH_(2)CH_(3)) overset("Reduction")to underset("n-Pentanone")(CH_(3)CH_(2)CH_(2)CH_(2)CH_(3))`
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