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Chemistry Homework Help => Organic Chemistry => Topic started by: Diya on December 21, 2020, 06:13:02 PM

Title: Amines
Post by: Diya on December 21, 2020, 06:13:02 PM
Basicity of amines increases with increase in the number of R groups, then why is  N,N Dimethylmethanamine considered less basic than methanamine and N-methylmethanamine?
Title: Re: Amines
Post by: uma on January 05, 2021, 08:12:46 AM
N, N-Dimethylmethanamine is less basic due to two reasons :

1) It is a tertiary amine with no H on the nitrogen atom which leads to less stable ammonium salt of this amine.
2)It is sterically more hindered and is less solvated in water and hence less stable ion

Both the factors mentioned above make it less basic as compared to primary and secondary amines.