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G11004

Sigma-Aldrich

Guaiazulene

99%

Sinónimos:

1,4-Dimethyl-7-isopropylazulene

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About This Item

Fórmula empírica (notación de Hill):
C15H18
Número de CAS:
489-84-9
Peso molecular:
198.30
Beilstein/REAXYS Number:
1365001
EC Number:
207-701-2
MDL number:
MFCD00003811
UNSPSC Code:
12352100
PubChem Substance ID:
24895038
NACRES:
NA.22

Quality Level

100

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
WXBF3214V
WXBF3936V
WXBF4429V
WXBD5438V
WXBD4654V

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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.
Allergic contact cheilitis to guaiazulene.
G Angelini et al.
Contact dermatitis, 10(5), 311-311 (1984-05-01)
Lei Wang et al.
Mutation research, 530(1-2), 19-26 (2003-10-18)
The photomutagenicity of the popular skin conditioning agents azulene and guaiazulene were tested in Salmonella typhimurium TA98, TA100 and TA102. Following irradiation with UVA and/or visible light, both azulene and guaiazulene exhibited mutagenicity 4-5-fold higher than the spontaneous background mutation.
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
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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