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Topic: Rank the enolate ions from most stable to least  (Read 5167 times)

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Offline 21385

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Rank the enolate ions from most stable to least
« on: March 15, 2008, 07:05:51 PM »
Question:

Answers:


Can someone explain the reasoning behind the answers? Thanks a lot


Offline agrobert

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Re: Rank the enolate ions from most stable to least
« Reply #1 on: March 15, 2008, 07:16:32 PM »
What about you explain them and we will help.  Hopefully this is your own answer and you have some rationale for your numbering.  What can you say about resonance and electron density / charge distribution?
In the realm of scientific observation, luck is only granted to those who are prepared. -Louis Pasteur

Offline 21385

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Re: Rank the enolate ions from most stable to least
« Reply #2 on: March 15, 2008, 10:05:53 PM »
These answers are not mine....they're the official ones.

For my answer, I actually put them, in order in the question, 1, 3, 5, 4, 2...
I thought the third and fourth one would be most stable because they have the most number of resonance forms. Then, I thought what would stabilize the negative charge, by taking away the negative density. And the chlorine atom would be better than CH3, which would be better than OCH3. I found this order in the substitute benzene reactivity list, which represents which substitutes would donate electrons, and which substitutes would take away electrons.


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