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G11004

Sigma-Aldrich

Guaiazulene

99%

Synonym(s):

1,4-Dimethyl-7-isopropylazulene

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About This Item

Empirical Formula (Hill Notation):
C15H18
CAS Number:
489-84-9
Molecular Weight:
198.30
Beilstein:
1365001
EC Number:
207-701-2
MDL number:
MFCD00003811
UNSPSC Code:
12352100
PubChem Substance ID:
24895038
NACRES:
NA.22

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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Guaiazulene (GA) is widely used as a natural ingredient in many health care products and solutions. Although it has been reported to have interesting biological effects, GA and azulene derivatives have been proven to be cytotoxic against normal human cells
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