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Topic: Reaction mechanism, (CH3)3N and CH3Br  (Read 13517 times)

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Offline THC

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Reaction mechanism, (CH3)3N and CH3Br
« on: February 11, 2008, 03:39:39 AM »
Write the reaction mechanism between (CH3)3N and CH3Br.


Well, (CH3)3N is an nucleophile reagent, and Br- must be the leaving group. Since CH3Br is primary, it's probably a SN2 reaction, right? But I can't quite figure out the products. Is it (CH3)3N(+)CH3 + Br-?

Offline Rico

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Re: Reaction mechanism, (CH3)3N and CH3Br
« Reply #1 on: February 11, 2008, 04:34:32 AM »
Hey THC

SN2 reaction is correct and yes the product is the quaternary ammonium bromide salt.

Rico

Offline THC

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Re: Reaction mechanism, (CH3)3N and CH3Br
« Reply #2 on: February 11, 2008, 07:58:43 AM »
Hey THC

SN2 reaction is correct and yes the product is the quaternary ammonium bromide salt.

Rico

Thanks for your answer. What is more stable, the reactant or products? I can't imagine (N(CH3)4)+ is that stable?

Offline russellm72

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Re: Reaction mechanism, (CH3)3N and CH3Br
« Reply #3 on: February 11, 2008, 10:09:08 AM »
Tetraalkyl ammonium halides are generally stable and used a lot...

Remember this is a solid whereas the two reagents are volatile. Not saying that makes them unstable but maybe that is what they mean in your question.

R

Offline THC

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Re: Reaction mechanism, (CH3)3N and CH3Br
« Reply #4 on: February 12, 2008, 12:39:24 AM »
Tetraalkyl ammonium halides are generally stable and used a lot...

Remember this is a solid whereas the two reagents are volatile. Not saying that makes them unstable but maybe that is what they mean in your question.

R

Isn't it dissolved in the solvent since it's an ion (i.e. not (s), but (aq))?

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