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Topic: Review my Mechanism Please  (Read 4934 times)

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Offline Wald_ron

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Review my Mechanism Please
« on: November 17, 2010, 12:53:46 PM »
Hello,

Simple reaction
Acetone + Pyridinium Tribromide in ethanol --> 4 bromo acetone


experimentally rate=k[acetone][H+]

or

We measured the change cx on UV Vis at 395nm , and measured the rate of disappearance of Br3 -

 1) whether this mechanism is consistent with your experimentally determined rate law consistent

I believe that my mechanism supports my reaction because as the acetone tautomerizes into the enol form, the Br2 reacts instantly. Because the enol form reacts quickly, the addition of Hydrogen to the oxygen promotes the speed of the reaction.  Hence the necessity of the hydrogen.

2) If the rate law is consistent with the mechanism, does it necessarily prove the mechanism and the structures of the intermediates shown?

My mechanism doesn't necessarily prove how the Br2 reacts with the enol form. It may form a tertiary intermediate. My mechanism is consistent with literature with the reaction of Br2 and acetone.

4) what is the role of H+ in this reaction?
A catalyst


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Offline discodermolide

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Re: Review my Mechanism Please
« Reply #1 on: November 17, 2010, 01:43:24 PM »
Looks ok, H+ is a catalyst in this process
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Offline Wald_ron

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Re: Review my Mechanism Please
« Reply #2 on: November 17, 2010, 01:51:37 PM »
Looks ok, H+ is a catalyst in this process

awesome thank you ,
 how about my logic for mechanistic support using the kinetics
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Offline Wald_ron

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Re: Review my Mechanism Please
« Reply #3 on: November 17, 2010, 02:06:02 PM »
Edit 1: I got rid of the acetone pulling off a proton
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