Guaiazulene

Guaiazulene, also azulon or 1,4-dimethyl-7-isopropylazulene, is a dark blue crystalline hydrocarbon. A derivative of azulene, guaiazulene is a bicyclic sesquiterpene that is a constituent of some essential oils, mainly oil of guaiac and chamomile oil, which also serve as its commercial sources. Various soft corals also contain guaiazulene as a principal pigment. Its low melting point makes guaiazulene difficult to handle, in contrast to the crystalline nature of the parent azulene. The electronic structure (and colors) of guaiazulene and azulene are very similar.

Guaiazulene
Names
Preferred IUPAC name
1,4-Dimethyl-7-(propan-2-yl)azulene
Identifiers
3D model (JSmol)
3DMet
1365001
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.007.002
EC Number
  • 207-701-2
KEGG
PubChem CID
UNII
  • InChI=1S/C15H18/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5-10H,1-4H3 Y
    Key: FWKQNCXZGNBPFD-UHFFFAOYSA-N Y
  • InChI=1/C15H18/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5-10H,1-4H3
    Key: FWKQNCXZGNBPFD-UHFFFAOYAG
SMILES
  • CC1=C2C=CC(=C2C=C(C=C1)C(C)C)C
Properties
C15H18
Molar mass 198.309 g·mol−1
Density 0.976 g/cm3
Melting point 31 to 33 °C (88 to 91 °F; 304 to 306 K)
Boiling point 153 °C (307 °F; 426 K) (7 mm Hg)
Pharmacology
S01XA01 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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