G11004

Sigma-Aldrich

Guaiazulene

99%

Synonym(s):
1,4-Dimethyl-7-isopropylazulene
Empirical Formula (Hill Notation):
C15H18
CAS Number:
Molecular Weight:
198.30
Beilstein/REAXYS Number:
1365001
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

99%

bp

153 °C/7 mmHg (lit.)

mp

27-29 °C (lit.)

density

0.976 g/mL at 25 °C (lit.)

SMILES string

CC(C)c1ccc(C)c2ccc(C)c2c1

InChI

1S/C15H18/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5-10H,1-4H3

InChI key

FWKQNCXZGNBPFD-UHFFFAOYSA-N

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Application

Guaiazulene can be used as a starting material for the synthesis of:
  • Azulene-based dye molecules such as 3-(7-isopropyl-1,4-dimethylazulen-3-yl)-2-cyanoacrylic acid and 5-(7-isopropyl-1,4-dimethylazulen-3-yl)-2-cyanopenta-2,4-dienoic acid.
  • Stilbazulenyl nitrone, a second-generation azulenyl nitrone which can be used as a chain-breaking antioxidant.
  • Bis-azulenyl based near-infrared fluorescence quencher.

Packaging

10, 25 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Felix Momm et al.
Strahlentherapie und Onkologie : Organ der Deutschen Rontgengesellschaft ... [et al], 179(10), 708-712 (2003-10-21)
Radiation treatment may induce acute skin reactions. There are several methods of managing them. Validity of these methods, however, is not sufficiently studied. We therefore investigated, whether moist skin care with 3% urea lotion will reduce acute radiation skin toxicity....
Dawei Chen et al.
Journal of agricultural and food chemistry, 60(1), 112-123 (2011-12-14)
Fifteen new guaiazulene-based terpenoids designated anthogorgienes A-O (1-15) were isolated from a Chinese gorgonian Anthogorgia sp., together with eight known analogues (16-23). The structural patterns were classified into monomers, dimers, and trimers, which were supposed to be generated from a...
Allergic contact cheilitis to guaiazulene.
G Angelini et al.
Contact dermatitis, 10(5), 311-311 (1984-05-01)
Jessica Fiori et al.
Journal of pharmaceutical and biomedical analysis, 47(4-5), 710-715 (2008-04-09)
A liquid chromatographic method with UV detection (HPLC-DAD) and a gas chromatographic method coupled with mass spectrometry (GC-MS) have been developed for the determination of guaiazulene (GA) in complex matrices such as creams and toothpastes. A solid phase extraction (SPE)...
An Azulene Dimer as a Near-Infrared Quencher.
Pham W, et al.
Angewandte Chemie (International Edition in English), 41(19), 3659-3662 (2002)

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