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Topic: Mechanism for Reaction  (Read 3564 times)

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Offline the_negro_puppy

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Mechanism for Reaction
« on: June 30, 2006, 11:33:47 PM »
Hi, i am currently revising for my end of semester exam for Organic Chem 2.
Im really stumped on working out the mechanism for the following reaction:



Any help would be greatly appreciated.

Offline swati

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Re: Mechanism for Reaction
« Reply #1 on: July 01, 2006, 04:51:00 PM »
This is acid catalysed reaction of water with alkenes which results in formation of alcohol. This addition follows Markonikov rule according to which during the addition reactions of unsymmetrical alkenes more stable carbocation is formed .

Mechanism attached.
« Last Edit: July 03, 2006, 02:32:36 PM by swati »

Offline Mitch

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Re: Mechanism for Reaction
« Reply #2 on: July 01, 2006, 07:42:30 PM »
Oxygen in water will attack the tertiary sp2 carbon to start.
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Offline swati

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Re: Mechanism for Reaction
« Reply #3 on: July 02, 2006, 03:06:59 PM »
Oxygen in water will attack the tertiary sp2 carbon to start.

But the reaction will start by formation of the carbocation by acid .
Please correct me if I am wrong.

Offline Donaldson Tan

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Re: Mechanism for Reaction
« Reply #4 on: July 02, 2006, 10:24:41 PM »
1. The H+ add across the C=C to form +C-CH3 (markonikov electrophillic addition)

2. The oxygen on the water molecule acts as a nucleophile and attacks the C+ site
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