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JAMB Chemistry 1990 Question 44

Question 44

Hydrocarbons

CH3—C ≡ CH (Na, liq NH3) → P. Compound P, in the above reaction, is

  1. A.CH3—C(Na) = CH NH2
  2. B.CH3—C(NH2) = CH Na
  3. C.CH3—C ≡ C—Na
  4. D.CH3—C ≡ C—NH2.
Show the answer and explanation

Answer: C (CH3—C ≡ C—Na)

Explanation

The hydrogen on a C≡C carbon at the end of a chain is slightly acidic. Sodium (in liquid ammonia) replaces it to form sodium propynide, CH3—C≡C—Na, and the triple bond stays.