Which one of the following is least able to behave as a Lewis base: CH3NH2, (CH3)2NH, (CH3)3N , or (CH3)3NH+?

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Which one of the following is least able to behave as a Lewis base: CH3NH2, (CH3)2NH, (CH3)3N , or (CH3)3NH+?

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Answer 1 · 2015-12-08T21:09:14

Trimethylammonium ion, ${[{(H_{3} C)}_{3} N H]}_{3}^{+}$ $[(H_3C)_3NH]^+$ , is clearly least able to function as a Lewis Base; the nitrogen has been quaternized and is no longer available.

Explanation:

By definition, a Lewis Base is an electron pair donor, whereas a Bronsted base is a proton acceptor. Methylamine, $H_{3} C N H_{2}$ $H_3CNH_2$ , dimethylamine, ${(H_{3} C)}_{2} N H$ $(H_3C)_2NH$ , and trimethylamine, ${(H_{3} C)}_{3} N$ $(H_3C)_3N$ are all Bronsted bases and Lewis bases by virtue of the lone electron pair on the nitrogen centre.

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Which one of the following is least able to behave as a Lewis base: CH3NH2, (CH3)2NH, (CH3)3N , or (CH3)3NH+?

1 Answer

Explanation:

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