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A Levels Chemistry (9701)•9701/13/O/N/24
Question 38 from 9701/13/O/N/24

Explanation

Nitrile hydrolysis followed by carboxylic acid reduction Steps:

  • Interpret (CH3)2CN as 2-methylpropanenitrile, (CH3)2CHC≡N.
  • Hydrolyze with H+(aq) to form carboxylic acid X: (CH3)2CHCOOH.
  • Name X as 2-methylpropanoic acid based on the longest chain and substituent.
  • Reduce X with LiAlH4 to primary alcohol Y: (CH3)2CHCH2OH, where -COOH becomes -CH2OH. Why A is correct:
  • 2-Methylpropanoic acid matches the structure from hydrolysis; LiAlH4 reduces -COOH to -CH2OH, defining a primary alcohol by the -CH2OH group attached to one carbon. Why the others are wrong:
  • B: 3-Methylbutanoic acid implies (CH3)2CHCH2COOH, adding an extra CH2 not present; Y is primary, not tertiary.
  • C: 3-Methylpropanoic acid is invalid naming for a 3-carbon chain; Y is primary, not secondary.
  • D: 2-Methylpropanoic acid is correct for X, but Y is primary, not tertiary. Final answer: A
Topic: Nitrogen compounds

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