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Topic: Nucleophillic Substitution Preference. Methylamine over Ammonia  (Read 1563 times)

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Offline foxthreefour

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In a substitution reaction between a bromo-ketone and Methylamine would the Methylamine have preference when there is a potential mixture of Ammonia in the solution? If so is it likely that the ammonia will affect the reaction?

Offline wildfyr

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Re: Nucleophillic Substitution Preference. Methylamine over Ammonia
« Reply #1 on: June 11, 2018, 11:48:44 PM »
This has a potential to be rather messy since either one can make dimers as well. I think yes, there will be a product mixture regardless. This answer is based on pure gut, I don't have data to back it up. Methylamine should dominate if the two are equimolar, it is a better nucleophile.

Offline foxthreefour

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Re: Nucleophillic Substitution Preference. Methylamine over Ammonia
« Reply #2 on: June 12, 2018, 11:27:48 PM »
This has a potential to be rather messy since either one can make dimers as well. I think yes, there will be a product mixture regardless. This answer is based on pure gut, I don't have data to back it up. Methylamine should dominate if the two are equimolar, it is a better nucleophile.

Ok, thank you.

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