Primary amine vs tertiary amine nucleophilicity

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Novis619

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I understand that dimethylamine is a better nucleophile than methylamine due to greater electron donation by the second methyl group. I also understand that a tertiary amine like trimethylamine is a worse nucleophile than dimethylamine due to steric hinderance. So, which is the better nucleophile when looking just at the primary and tertiary amines?

Methylamine or trimethylamine? Thanks.

To make your response easier, you can just copy/paste one of the answers below:

2° amine > 1° amine > 3° amine

2° amine > 3° amine > 1° amine

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I understand that dimethylamine is a better nucleophile than methylamine due to greater electron donation by the second methyl group. I also understand that a tertiary amine like trimethylamine is a worse nucleophile than dimethylamine due to steric hinderance. So, which is the better nucleophile when looking just at the primary and tertiary amines?

Methylamine or trimethylamine? Thanks.

To make your response easier, you can just copy/paste one of the answers below:

2° amine > 1° amine > 3° amine

2° amine > 3° amine > 1° amine

Answer bolded...
 
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