Azulene - an interesting blue organic compound

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SUMMARY

Azulene is a bicyclic organic compound characterized by its unique blue color, which is atypical for conjugated systems of its size. It results from the fusion of cyclopentadiene and cycloheptatriene rings, forming a 10 pi electron system. Recent research highlights azulene's ability to defy Kasha’s Rule, suggesting potential applications in solar power technology. Its distinct properties have garnered attention in the chemistry research community, challenging conventional expectations regarding color in organic compounds.

PREREQUISITES
  • Understanding of bicyclic organic compounds
  • Familiarity with cyclopentadiene and cycloheptatriene structures
  • Knowledge of pi electron systems
  • Awareness of Kasha’s Rule in photochemistry
NEXT STEPS
  • Research the implications of azulene's excited-state (anti)aromaticity
  • Explore the potential applications of azulene in solar power technology
  • Study the structural differences between azulene and indole
  • Investigate the properties of other unusual organic compounds
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Chemists, organic chemistry students, and researchers interested in the properties and applications of unique organic compounds, particularly those exploring new materials for energy solutions.

Astronuc
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I was reading an article about some interesting features of azulene, a bicyclic organic compound that is apparently present in some blue mushrooms and sea creatures. So, I decided to learn more out of curiosity.

Azulene is usually viewed as resulting from fusion of cyclopentadiene and cycloheptatriene rings. Like naphthalene and cyclodecapentaene, it is a 10 pi electron system.
https://en.wikipedia.org/wiki/Azulene

It is different than indole - https://en.wikipedia.org/wiki/Indole

Excited-State (Anti)Aromaticity Explains Why Azulene Disobeys Kasha’s Rule​

https://pubs.acs.org/doi/10.1021/jacs.3c07625

Knowledge of how the renegade azulene can flout the rules may help scientists harness its energy for solar power tech, according to Popular Mechanics.
. I'm not going to link to the article, since the comment seems overly speculative for now. Suffice it to say that azulene has attracted some attention in the chemistry research area.
 
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Surprising that this is blue. Usually conjugated systems of this size would be yellow/orange. Just goes to show that intuition sometimes leads to spurious conclusions.
 

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