JEE Main 2021 · 27 July · morning · Numerical answer · +4 / −0

In gaseous triethyl amine the "-C-N-C-" bond angle is _________ degree.

Answer and solution

Answer 108

Solution

Chemistry ma’am · 4 steps

Start at 109.5°: the lone pair squeezes the angle, and the bulky ethyl groups push it back open.

  1. Shape at nitrogen. Nitrogen in an amine is sp³ hybridised. Three orbitals bond to carbon and the fourth holds a lone pair, so the molecule is pyramidal.
  2. Lone pair squeezes. A lone pair repels more strongly than a bond pair. It pushes the three C-N bonds closer together, so the angle drops below the tetrahedral 109.5°. In NH₃ it falls to about 107°.
  3. Alkyl groups push back. Ethyl groups are much bulkier than hydrogen atoms. Their steric repulsion opens the angle up again, so it ends up a little larger than in ammonia but still below 109.5°.
  4. So. The C-N-C bond angle in gaseous triethylamine is about 108 degrees.

The idea to keep. In amines, the lone pair squeezes the angle below 109.5° while bulky alkyl groups widen it. So alkylamines sit near 108°, just above ammonia's 107°.

Answer from the NTA final answer key. Solution by PrepWiser.

Study Amines & Diazonium Salts

Asked about 170 times in JEE Main since 2020. This question is from 2021.