4
$\begingroup$

Why does adipic acid give cyclic ketone on heating while glutaric and succinic acid give cyclic anhydride?

enter image description here

$\endgroup$
  • 1
    $\begingroup$ It's different reaction, with Ba(OH)2. I guess you should find more precise source of information. $\endgroup$ – Mithoron Jan 6 '18 at 20:32
  • 2
    $\begingroup$ Seven-rings are notoriously unstable. $\endgroup$ – Karl Jan 6 '18 at 21:20
  • 2
  • $\begingroup$ The calcium salt of adipic acid also works. Essentially a Dieckmann cyclization with decarboxylation. Been there. Done it. No metal salt needed with succinic and glutaric acid. $\endgroup$ – user55119 Mar 23 '18 at 15:17
-1
$\begingroup$

Because cyclic anhydride formed will be a 7 Member ring compound which is less stable than 5 membered cyclic ketone

$\endgroup$
  • 2
    $\begingroup$ Can you please cite some sources? Also, note that the rings are substituted. Btw, welcome to Chem.SE! $\endgroup$ – Gaurang Tandon May 18 '18 at 8:41

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service, privacy policy and cookie policy

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