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Topic: orgo 1 question help  (Read 1939 times)

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Offline Nucleophilict

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orgo 1 question help
« on: April 29, 2016, 06:15:21 AM »
WHY n-BuBr + Ph-CH2-NH2 -> Ph-CH2-N-(Bu)2    only even though  the reactant ratio is 1 : 1 ? Why no mono-alkylated product?
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Offline sjb

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Re: orgo 1 question help
« Reply #1 on: April 29, 2016, 07:34:50 AM »
Quote from: Nucleophilict on April 29, 2016, 06:15:21 AM
WHY n-BuBr + Ph-CH2-NH2 -> Ph-CH2-N-(Bu)2    only even though  the reactant ratio is 1 : 1 ? Why no mono-alkylated product?

What is the mechanism of the reaction?
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Offline orgopete

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Re: orgo 1 question help
« Reply #2 on: April 30, 2016, 10:36:10 AM »
Hint, which is more basic, MeNH2, Me2NH, Me3H?
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Offline OCSaviour

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Re: orgo 1 question help
« Reply #3 on: May 08, 2016, 07:22:20 AM »
Unless it is mentioned in the reaction, there are no limitations on the ratio of the reactants, the reaction takes place on the account of feasibility. Hence, the reaction yields a dialkylated product.

A similar case is that of halogenation of alkanes. You get a tetra-halo compound. Unless, it is mentioned that the alkane is in excess.
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