Why is the Aldehyde Group So Reactive in a Tollen's Test?

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The discussion centers on the reactivity of the carbonyl group in benzaldehyde when exposed to Tollen's reagent, which is a mild oxidizing agent. The key point is that the carbonyl carbon in aldehydes, such as benzaldehyde, is particularly reactive due to its structure. This reactivity is attributed to the presence of a hydrogen atom attached to the carbonyl carbon, making it more susceptible to oxidation compared to ketones and other functional groups like acids and alcohols, which have electron-donating groups that reduce reactivity. Understanding this structural aspect is crucial for grasping why aldehydes readily react with Tollen's reagent.
caribjewel
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Hi

I did the Tollen's test on benzaldehyde in the lab recently. I'm trying to understand why the cabonyl group reacts so readily with the Tollen's reagent [ammonical silver oxide solution], even though it is a mild oxidising agent. Is there something about the aldehyde structure that make that "H" on the carbonyl group vulnerable? How should I approach this to get it clearly?

CJ
 
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Aldehyde has a reactive carbonyl carbon and this is the main selective feature of the molecule...the carbonyl carbon on the ketone as well as the functional carbons of acids, alcohols...etc...is less reactive; due to electron donating groups.
 
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