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Comparison of enol content

Bunny97  Follow

You may also think of hydrogen bonding here. See that in case of y, intramolecular hydrogen bonding is possible and hence greater percentage of enol content is of y than z. You may note that this is a general factor of esters (in this case a cyclic ester) in determining enol content percentage and that this factor may not always be the 'winning' one (as you can compare between x and y).

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Friar Wire  Follow
2nd compound seems to have more stable keto as well as more stable enol than the third compound due to conjugation. Either I am missing something or it wd be hard to compare without experimental data.More
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Errol McKenzie  Follow
hydrogen bonding?More
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Halle Bloggs  Follow
I may be wrong, but isnt the O serving to increase electron density in the C=O π* orbital, and thereby decreasing chances of enol formation?More
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Etienne Jooken  Follow
intermolecularMore
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Joe McAuley  Follow
Do you mean More
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