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Difference between sodium methoxide and sodium t-butoxide
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Topic: Difference between sodium methoxide and sodium t-butoxide (Read 9816 times)
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vhpk
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Difference between sodium methoxide and sodium t-butoxide
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on:
August 26, 2007, 06:17:25 AM »
What is the difference between the reactivity of 2 compounds
Sodium methoxide and sodium t-butoxide with 1-bromopropane
I think Sodium methoxide take part in subsutition and sodium t-butoxide take part in elemination reaction
[edit: changed title to be more descriptive -Yggdrasil]
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Last Edit: August 27, 2007, 12:44:22 AM by Yggdrasil
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Redsea
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Re: Difference
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Reply #1 on:
August 26, 2007, 11:07:53 AM »
I think that's true
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Yggdrasil
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Re: Difference
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August 26, 2007, 04:00:42 PM »
I agree, but do yo know the reason why?
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vhpk
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Re: Difference
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Reply #3 on:
August 27, 2007, 12:10:48 AM »
I don't know, maybe because of the structure, the base property of sodium t-butoxide is stronger, so it is more suitable for elemination reaction, is that true
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Yggdrasil
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Re: Difference
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Reply #4 on:
August 27, 2007, 12:42:58 AM »
The answer has to do with sterics. t-butoxide is a very bulky and has trouble acting as a nucleophile in substitution reactions. Protons, however, are more easily accessible, so it tends to act as a base instead and to promote elimination.
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Difference between sodium methoxide and sodium t-butoxide