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JEE Main levelSingle correct optionDifficulty 2 of 3g2153

Trimethylamine is the strongest base among the methylamines in the gas phase, but in water it is weaker than ( of conjugate acids: 9.8 against 10.6). The reason is that in water

  1. Athe effect of methyl groups vanishes in water
  2. Bwater protonates trimethylamine incompletely because it is a stronger acid
  3. Ctrimethylamine is not soluble in water at all
  4. Dthe cation has only one to hydrogen-bond, so it is poorly stabilised by solvation

Answer: D

The ammonium cation is stabilised in water by hydrogen bonding of its bonds to solvent. has only one , whereas has three. The loss of solvation outweighs the extra effect, so the order changes relative to the gas phase.
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