Chemical Aromat?

Hello everyone,

I have a question about aromatics, maybe someone knows more.

In a cyclically conjugated system, aromatics must fulfill the 4n+2 rule. I don't quite understand why the following structures are aromatics? The structures in the first and second images aren't fully conjugated, are they?

Regarding number 3 (should be salicylic acid, if I'm not mistaken), I'm wondering if that's 6 pi electrons or if the free electrons on the oxygen atom are also counted? Wouldn't that then be 12 pi electrons?

Thanks in advance!

By the way, I don't really understand the whole hybridization thing yet, and why sp3 hybridized carbon atoms can't be aromatics. Perhaps someone knows a good summary online or on YouTube, because I suspect it's getting too complex to explain here…

(1 votes)
Loading...

Similar Posts

Subscribe
Notify of
3 Answers
Oldest
Newest Most Voted
Inline Feedbacks
View all comments
JenerDerBleibt
1 year ago

The structures in the 1st and 2nd picture are not conjugated or yet?

Yes. In the triazole, the nitrogen of the NH unit is involved in the ring with the free electron pair. In the case of cycloheptatria, the carbon atom with the positive charge—due to a lack of an H—has a sp2 hybridization and therefore an empty p-orbital. This creates a conjugated system.

At number 3 (must be salicylic acid if I am not mistaken) I wonder if this is now 6pi electrons or the free electrons on oxygen are also counted.

No. The caboxy group is freely rotatable and not part of the ring system.

why sp3 Hybridized C atoms can not be aromatics

For aromaticity, you need delocalized electrons. And for this you need those in π bonds (i.e. double bonds). In the case of a sp3 hybridized C, there are no double bonds, i.e. no aromaticity is possible.

JenerDerBleibt
1 year ago
Reply to  Anura01

No problem. Aromaticity is not so easy to understand, so if there are still difficulties, please ask.