Azulene
Compound Structure: |
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Synonyms: | Azulene;275-51-4; Cyclopentacycloheptene; Azunamic; Bicyclo[5.3.0]decapentaene;Azulen; Bicyclo(5.3.0)decapentaene;Bicyclo(5.3.0)-1,3,5,7,9-decapentaene;Bicyclo(5.3.0)-deca-2,4,6,8,10-pentaene;Azulene (JAN);NSC-89248;AZULENE [JAN];EINECS 205-993-6 | ||||||||||||||||||||||||||||||||||||||
Compound ID: | NMPC-610 | ||||||||||||||||||||||||||||||||||||||
PubChem ID: | |||||||||||||||||||||||||||||||||||||||
Molecular Formula: | C10H8 | ||||||||||||||||||||||||||||||||||||||
Canonical SMILES: | C1=CC=C2C=CC=C2C=C1 | ||||||||||||||||||||||||||||||||||||||
InChIKey: | CUFNKYGDVFVPHO-UHFFFAOYSA-N | ||||||||||||||||||||||||||||||||||||||
About the compound: | Azulene is a distinctive organic compound known for its dark blue color. Here are some key points about azulene: Chemical Structure: Azulene has a unique and interesting chemical structure. It consists of a fused cycloheptatriene ring and a cyclopentadiene ring. This arrangement of carbon atoms results in its characteristic blue color. The name "azulene" is derived from the Spanish word "azul," which means blue. This name reflects the deep blue color of azulene. Natural Occurrence: Azulene is found in nature as a component of some pigments. Two terpenoids, vetivazulene and guaiazulene, feature the azulene skeleton and are found in various natural sources, including mushrooms, guaiac wood oil, and certain marine invertebrates. Historical Use: Azulene has a long history of use, dating back to the 15th century. It was initially obtained by steam distillation of German chamomile. It was later discovered in yarrow and wormwood. Septimus Piesse named it "azulene" in 1863. Chemical Research: The chemical structure of azulene was first reported by Lavoslav Ružička. Subsequently, Placidus Plattner achieved the organic synthesis of azulene in 1937. These milestones contributed to a better understanding of its chemical properties. Color and Aroma: Azulene's distinctive deep blue color makes it a notable compound in chemistry. It is also known for its aromatic properties, and it has been used in fragrances and cosmetics. Source of PAHs: Azulene is one of many polycyclic aromatic hydrocarbons (PAHs). PAHs are compounds formed during the incomplete combustion of organic materials, such as fossil fuels. Azulene's unique structure and striking blue color have made it a subject of interest in both chemistry and various applications, including cosmetics and perfumery. GHS Hazard Statements H411 (100%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard] |
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Properties: |
Chemical and Physical Properties
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Source Species: |
Hibiscus asper |