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Topic: Elimination and substitution  (Read 1461 times)

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Offline Rutherford

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Elimination and substitution
« on: November 24, 2012, 07:55:40 AM »
2 quick one:
1. What is the main product of elimination of 2-chloro-2-methylbutane with KOH?
I would say 2-methyl-1-butene, because there are 2 methyl groups that can give away a hydrogen atom when forming the double bond, but the answer is 2-methyl-2-butene. Why?

2. When 1-methycyclobutene reacts with HCl is only 1 product obtained?
There are two. There is a fully substituted C atom, but this means that one should be in bigger amount than the other. The answer is 1. Why?

Offline PhDoc

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Re: Elimination and substitution
« Reply #1 on: November 26, 2012, 01:08:23 PM »
Look up the terms "Zaitsev's Rule" and "Hofmann Elimination" in your textbook. Which one applies here? What reagent could you use to drive the reaction toward the product you proposed?
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Offline Rutherford

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Re: Elimination and substitution
« Reply #2 on: November 26, 2012, 01:59:52 PM »
I found the Zaitsev's rule yesterday, anyway thanks very much for the reply. 1st is solved, for the 2nd, I think that it is a mistake.

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