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Topic: Stepwise Mechanisms  (Read 2698 times)

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Offline sector9tahiti

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Stepwise Mechanisms
« on: April 23, 2009, 08:11:37 PM »
Dimethyl ether (CH3OCH3) can be prepared by heating methanol in concentrated H2SO4. Provide a detailed, stepwise mechanism for the process.

I think i know the answer but i dont know if it is possible..

If you have two methanols and one of them loses their OH group and the other just loses the H from their OH group then they combined wouldnt that leave you with CH3OCH3 and H2O

Offline sector9tahiti

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Re: Stepwise Mechanisms
« Reply #1 on: April 23, 2009, 08:17:35 PM »
nevermind i figured it out... you take a H from the H2SO4 and remove an OH group from the methanol. Then the another methanol loses its H from the OH and it goes the the HSO4-. Then the two methanols combined.. I THINK?!?!

Offline plankk

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Re: Stepwise Mechanisms
« Reply #2 on: April 24, 2009, 09:50:30 AM »
I think that better explanation is when methanol attacks protonate methanol and water is a leaving group (the mechanism SN2). Then HSO4- takes H+ from protonate ether.

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