What is the correct order of the methyl-substituted amines' basic strength in an aqueous solution?
The basic strength of aliphatic amines in an aqueous solution is governed by a combination of factors: the +I (inductive) effect of the alkyl groups, the extent of hydrogen bonding (solvation) of the protonated amine, and steric hindrance.
For methyl-substituted amines:
The combined effect makes the secondary amine, dimethylamine (), the strongest base. Methylamine () is stronger than trimethylamine () because the steric hindrance and poor solvation of the tertiary ammonium ion outweigh the +I effect. Therefore, the correct order is .
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