Frequently Asked Question

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T Slow addition of the acetaldehyde to a benzaldehyde solution containing the base will often result in less self-condensation. Explain. Identify one other method that can be used to combat this competitive reaction

Accepted Answer

Slow addition of acetaldehyde to a benzaldehyde solution containing a base helps minimize self-condensation because it allows for a higher concentration of benzaldehyde to react with acetaldehyde. This is due to the aldol condensation reaction, where the enolate ion of one aldehyde molecule reacts with the carbonyl group of another aldehyde molecule. By adding acetaldehyde slowly, you ensure that the concentration of the benzaldehyde enolate is always higher than that of the acetaldehyde enolate, favoring the cross-aldol condensation.
One other method to combat self-condensation is to use a different base. Using a weaker base will decrease the rate of enolate formation, giving the benzaldehyde more time to react with the acetaldehyde before self-condensation occurs. For example, using triethylamine instead of a strong base like sodium hydroxide can help reduce self-condensation.


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