Why are aromatic aldehydes less reactive than aliphatic aldehydes?
I'm just going to give an alternative approach to the answer.
How I think about it is via resonance structures. Here's an example of an aromatic aldehyde, as compared to an aliphatic aldehyde:
AROMATIC ALDEHYDES
The
As a result, it extends the delocalization of the
Thus, you can see that the presence of the aromatic ring makes the carbonyl carbon less electrophilic through the redistribution of the electropositivity throughout the aromatic ring instead of just on the carbonyl carbon.
If you think about it like glasses of water, then that means the widespread distribution decreases the amount of positive charge (water) on each electropositive carbon (in each glass).
ALIPHATIC ALDEHYDES
On the other hand, an aliphatic aldehyde doesn't have that adjacency to an aromatic ring, so it doesn't have some resonance stabilization that makes the carbonyl carbon less acidic/electrophilic. Or, you could say that the aliphatic aldehyde "puts its water in only one glass".
Therefore, the greater electrophilicity of the aliphatic aldehyde's carbonyl carbon makes it more reactive.
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Aromatic aldehydes are less reactive than aliphatic aldehydes due to the resonance stabilization provided by the aromatic ring in aromatic aldehydes. This resonance delocalizes the positive charge on the carbonyl carbon in the aldehyde group, making it less electrophilic and thus less reactive towards nucleophilic attack compared to aliphatic aldehydes, which lack this resonance stabilization.
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When evaluating a one-sided limit, you need to be careful when a quantity is approaching zero since its sign is different depending on which way it is approaching zero from. Let us look at some examples.
When evaluating a one-sided limit, you need to be careful when a quantity is approaching zero since its sign is different depending on which way it is approaching zero from. Let us look at some examples.
When evaluating a one-sided limit, you need to be careful when a quantity is approaching zero since its sign is different depending on which way it is approaching zero from. Let us look at some examples.
When evaluating a one-sided limit, you need to be careful when a quantity is approaching zero since its sign is different depending on which way it is approaching zero from. Let us look at some examples.
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