the crossed aldol condensation of acetaldehyde with benzaldehyde is aided by the face that benzaldehyde bears no alpha protons however a possible competitive reaction is the self condensation of two molecules of acetaldehyde. slow addition of acetaldehyde to a benzaldehyde solution contanining an NaOH/ethanol/water mixture will often result in less self condensation explain?

PLEASE HELP I AM SO CONFUSED?

2 answers

This is because the benzaldehyde is in excess and the acetaldehyde intermediate 'sees' the benzaldeyhde before another acetaldehyde molecule. The benzaldhyde molecule is unreactive in the NaOH/ethanol/water mixture.

The ratio of the cross product to the required product can be improved by adding the acetaldehyde in solution so that it is more dilute.

This is a common 'trick' in organic chemistry. Some times a dropping funnel is adding the material too slowly and the experimentalist will use a motor driven syringe to add the reagent very, very slowly over many hours.
I am also in the process of running this experiment. If I am injecting a 0.12 mL of acetaldehyde, how long would injecting such a small amount into the mixture take. I injected a drop every 5 minutes.