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Aldehydes, Ketones and Carboxylic Acids · Question 41

AIPMT 2015 (Cancelled)MCQEasy📈 Topic in 12% papers+4−1
1

An organic compound 'X' having molecular formula C5H10O yields phenylhydrazone and gives negative response to the iodoform test and Tollens' test. It produces n-pentane on reduction. 'X' could be

  1. 3-pentanone
  2. n-amyl alcohol
  3. pentanal
  4. 2-pentanone

Answer

(1) 3-pentanone

Solution

Forms phenylhydrazone ⇒ X has a C=O group (aldehyde or ketone).

Negative Tollens' test ⇒ not an aldehyde ⇒ X is a ketone.

Negative iodoform test ⇒ no CH3CO- group ⇒ not 2-pentanone.

Reduction (Clemmensen / Wolff–Kishner) gives n-pentane ⇒ unbranched chain.

∴ X = CH3-CH2- O \|C-CH2-CH3 (3-pentanone)

Answer: (1)

AIPMT 2015 (Cancelled)

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6

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7

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8

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9

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10

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11

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