Question: Can Prop-2-enal undergo self aldol condensation in presence of cold dilute alkali?

Quote from: apurva on October 18, 2022, 07:06:49 AM
Question: Can Prop-2-enal undergo self aldol condensation in presence of cold dilute alkali?

In Prop-2-enal, there is an alpha -H which is bonded to sp2 carbon.
This H is not very acidic due to two reasons
1) H is on sp2 carbon and bond is not very polar.
2) Conjugate base is not resonance stabilized.
Due to above reasons, it is difficult to take out alpha -H with cold dilute alkalis.
[attachment id=0 msg=3454]