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Question

Which of the following tests can be used to distinguish between two isomeric ketones: 3- pentanone and 2- pentanone?
  1. I2/NaOH
  2. NaSO3H
  3. NaCN/HCl
  4. 2,4-DNP

A
I2/NaOH
B
NaSO3H
C
2,4-DNP
D
NaCN/HCl
Solution
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2- pentanone is a methyl ketone. It undergoes haloform reaction with iodine in presence of sodium hydroxide, to form yellow precipitate of iodoform. 3- pentanone is not a methyl ketone. It does not undergo haloform reaction. Hence, 3- pentanone and 2- pentanone can be distinguished by reaction with iodine in presence of NaOH.

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