Why aromatic aldehydes are less reactive than aliphatic aldehyds?

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Discussion Overview

The discussion centers on the reactivity of aromatic aldehydes compared to aliphatic aldehydes, exploring the underlying reasons for any differences in reactivity. The scope includes theoretical considerations and potential mechanisms involved in chemical reactions.

Discussion Character

  • Debate/contested
  • Conceptual clarification

Main Points Raised

  • Some participants suggest that steric factors may contribute to the lower reactivity of aromatic aldehydes.
  • Others argue that the definition of "reactive" is crucial, noting that in reactions that depend on the formation of enols, aliphatic aldehydes appear to be more reactive than aromatic ones.
  • A participant prompts a consideration of the features that make aldehydes reactive in general.

Areas of Agreement / Disagreement

Participants express differing views on the factors influencing reactivity, indicating that multiple competing explanations exist without a consensus on the primary reasons.

Contextual Notes

There is an implicit assumption that the reactivity being discussed pertains to specific types of reactions, which may not be universally applicable across all reactions involving aldehydes.

lenadub
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Why aromatic aldehydes are less reactive than aliphatic aldehyds?
 
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probably just sterics
 


It depends on what you mean by reactive. If a particular reaction relies on an initially formed enol, it is obvious why the aliphatic aldehyde would be more reactive than the aromatic one, for example.
 


First consider what features of aldehydes make them reactive.
 

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