Why is the keto form of acetyl chloride more stable even though the enol form is stabilized by the hydrogen bonding?

  • 2
    $\begingroup$ The enol form of acetyl chloride isn't stabilized by hydrogen bonding. Can you include a picture of what you mean? $\endgroup$
    – jerepierre
    Commented Apr 4, 2015 at 4:34
  • $\begingroup$ The enol form is stabilised more than or comparable to ketones in phenol and 1,3 or 2,4 type diketones. $\endgroup$ Commented Apr 4, 2015 at 18:28

1 Answer 1


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.


Your Answer

By clicking “Post Your Answer”, you agree to our terms of service and acknowledge you have read our privacy policy.

Not the answer you're looking for? Browse other questions tagged or ask your own question.