The aldehyde shown is warmed with an excess of propanone in dilute NaOH (1:1 condensation, one $H X_{2} O$ lost). Which structure is the product?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: A

The drawn compound is benzaldehyde (no alpha-hydrogen, so only the ketone forms the enolate). Claisen-Schmidt condensation gives the conjugated (E)-4-phenylbut-3-en-2-one after spontaneous dehydration. The dibenzylidene product needs two equivalents of aldehyde.

Practice Aldehydes, Ketones and Carboxylic Acids More on Aldol and intramolecular aldol products of drawn carbonyls

Previous questionNext question

More questions on Aldol and intramolecular aldol products of drawn carbonyls

The compound shown is warmed with concentrated aqueous NaOH. Which statement is correct? NEET level
The aldehyde shown is treated with dilute NaOH at low temperature. Which structure is the aldol addition product (no dehydration)? NEET level
Two molecules of the ketone shown undergo base-catalysed aldol addition, and the aldol is then dehydrated (loss of one H2O only). Which stru... NEET level
The diketone shown is heated with dilute NaOH. The intramolecular aldol condensation closes a ring of which size? NEET level
The diketone shown is heated with dilute NaOH. Which structure is the intramolecular aldol condensation product (cyclic enone)? JEE Main level
The dialdehyde shown is treated with dilute base and heated. Which structure is the intramolecular aldol condensation product? JEE Main level

The aldehyde shown is warmed with an excess of propanone in dilute NaOH (1:1 condensation, one HX2​O lost). Which structure is the product?

Answer: A

More questions on Aldol and intramolecular aldol products of drawn carbonyls

The aldehyde shown is warmed with an excess of propanone in dilute NaOH (1:1 condensation, one $H X_{2} O$ lost). Which structure is the product?