Why is the keto form of acetyl chloride more stable even though the enol form is stabilized by the hydrogen bonding?
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2$\begingroup$ The enol form of acetyl chloride isn't stabilized by hydrogen bonding. Can you include a picture of what you mean? $\endgroup$– jerepierreApr 4, 2015 at 4:34
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$\begingroup$ The enol form is stabilised more than or comparable to ketones in phenol and 1,3 or 2,4 type diketones. $\endgroup$– Binary GeekApr 4, 2015 at 18:28
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1 Answer
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The stability of keto-enol compounds depends on the solution they are present in.
Keto compounds are stabilized due to inter-molecular hydrogen bonding when present in a polar solvent (for example water).
Enol compounds are stable when present in non-polar solvents, in which intra-molecular hydrogen bonding stabilizes them.
