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JEE Main levelSingle correct optionDifficulty 2 of 3nc024

Among the following, the weakest base is:

  1. Aaniline
  2. B3-methylaniline
  3. C2-methylaniline
  4. D4-methylaniline

Answer: C

Any substituent at the ortho position lowers the basicity of aniline (ortho effect), because it hinders solvation and stabilisation of the anilinium ion and interferes sterically with protonation. So 2-methylaniline is weaker than aniline, while the meta and para methyl compounds are stronger because of the +I effect.
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