7
$\begingroup$

I'm having a hard time deducing the structure of the product formed when dimedone and benzaldehyde react in the presence of catalytic piperidine. I think that a Knoevenagel reaction will get me to this product:

2-[hydroxy(phenyl)methyl]-5,5-dimethylcyclohexane-1,3-dione

but the answer says that the product has a molar mass of 368 g/mol. The product above is only 246 g/mol. What else can have occurred?

$\endgroup$
  • $\begingroup$ You did an aldol-type reaction. The Knoevenagel condensation goes further. What does condensation mean? There is no mention of stoichiometry. Finally, think Michael reaction. $\endgroup$ – user55119 Nov 29 '17 at 1:07
1
$\begingroup$

This image should help you:

       enter image description here

$\endgroup$
  • $\begingroup$ The conditions in this reaction are clearly not the same as those stipulated in the question. What makes you think that the product will be the same? It probably is, but this line of reasoning is highly unclear. $\endgroup$ – orthocresol Nov 28 '17 at 23:21

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.