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Topic: tert-Butyl Chloride  (Read 4564 times)

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Offline KninGrad

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tert-Butyl Chloride
« on: October 10, 2007, 12:07:46 AM »
i have 2 questions for my lab??


1.  The reactant tert-butyl chloride may be stored in dry acetone without decomposition.  Why does it not decompose in the dry acetone?
hint- something to do with mechanism involving the formation of an ionic intermediate

2.  Would you expect the rate constant of this hydrolysis reaction to be larger (faster reaction) or smaller (slower reaction) in a solvent when the ratio of water: acetone is changed from 90:10 to 80:20?
 thanks in advance for taking some time and helping me with this as much as possible!!!

Offline Dan

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Re: tert-Butyl Chloride
« Reply #1 on: October 10, 2007, 08:04:31 AM »
You must attempt the question before expecting help.

1. The question gives you a hint, what is the mechanism it is hinting at?
2. Again, think about the mechanism and the effect of solvent on reaction rate for that mechanism.
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Offline KninGrad

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Re: tert-Butyl Chloride
« Reply #2 on: October 10, 2007, 09:18:22 AM »
For the first question i really have no clue.  But i think it has something to do with lack of OH group in acetone.  But i dont know how to properly expain it.

2.  I would say it would make rate constant smaller because less water means it would ake more time for chloride to react.


correct me if i am wrong...thanks

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