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Topic: small rate question  (Read 2966 times)

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Offline Stclair

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small rate question
« on: March 13, 2011, 12:18:47 AM »
Would the rate constant for the saponification of ethyl acetate be smaller then that of ethyl chloroacetate? because of the halogen?
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Offline Polytriazole

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Re: small rate question
« Reply #1 on: March 14, 2011, 12:03:07 PM »
I would say that saponification of ethyl acetate would be slower than that of the chlorinated product.  The halogen withdraws electrons from the carbonyl carbon, making it more vulnerable to nucleophilic attack (as happens in saponification). 

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Offline Grundalizer

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Re: small rate question
« Reply #2 on: March 14, 2011, 03:19:51 PM »
I agree with the above poster, if you look at the Base Hydrolysis of Ethyl Acetate which is a very common Thermodynamics/Pchem lab, you will find it is an SN2 mechanism
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