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G11004

Guaiazulene

Name: Guaiazulene
Brand: ALDRICH

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

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24895038

EC Number:

207-701-2

Beilstein/REAXYS Number:

1365001

MDL number:

MFCD00003811

Assay:

99%

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Properties

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

Description

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.

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pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

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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Effects of guaiazulene on in vitro bovine embryo production and on mRNA transcripts related to embryo quality.

E Dovolou et al.

Reproduction in domestic animals = Zuchthygiene, 46(5), 862-869 (2011-02-18)

Reactive oxygen species (ROS) are between the major contributors for the reduced rate of in vitro bovine embryo production. It is believed that they can cause abnormal meiosis of oocytes, developmental arrest or cell death of embryos. Reports on the

Study on the photostability of guaiazulene by high-performance liquid chromatography/mass spectrometry and gas chromatography/mass spectrometry.

Jessica Fiori et al.

Rapid communications in mass spectrometry : RCM, 22(17), 2698-2706 (2008-08-06)

The photostability of guaiazulene (1,4-dimethyl-7-isopropylazulene; GA), a natural azulenic compound used in cosmetic and health-care products, as well as in pharmaceutical preparations, was investigated in solution (methanol, ethanol, acetonitrile), by different techniques: gas chromatography/mass spectrometry (GC/MS) and high-performance liquid chromatography

Stilbazulenyl nitrone (STAZN): a nitronyl-substituted hydrocarbon with the potency of classical phenolic chain-breaking antioxidants.

Becker DA, et al.

Journal of the American Chemical Society, 124(17), 4678-4684 (2002)

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Global Trade Item Number

SKU	GTIN
G11004-10G	04061833625057
G11004-25G	04061833625064