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Sigma-Aldrich

Guaiacol

SAJ first grade, ≥98.0%

Synonym(s):

2-Methoxyphenol, Catechol monomethyl ether, Pyrocatechol monomethyl ether

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About This Item

Linear Formula:
(CH3O)C6H4OH
CAS Number:
90-05-1
Molecular Weight:
124.14
Beilstein:
508112
EC Number:
201-964-7
MDL number:
MFCD00002185
UNSPSC Code:
12352112
PubChem Substance ID:
329749646

grade

SAJ first grade

vapor density

4.27 (vs air)

vapor pressure

0.11 mmHg ( 25 °C)

Assay

≥98.0%

form

crystalline

availability

available only in Japan

refractive index

n20/D 1.543 (lit.)

bp

205 °C (lit.)

mp

26-29 °C (lit.)

solubility

water: soluble 23.3 g/L at 25 °C

density

1.129 g/mL at 25 °C (lit.)

SMILES string

COc1ccccc1O

InChI

1S/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H3

InChI key

LHGVFZTZFXWLCP-UHFFFAOYSA-N

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Biochem/physiol Actions

Guaiacol, along with 2,4,6-trichloroanisole, is responsible for cork taint in wine. A method has been developed for extraction and quantitation of the two compounds.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

194.0 °F - closed cup

Flash Point(C)

90 °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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Joel D Mainland et al.
Nature neuroscience, 17(1), 114-120 (2013-12-10)
Humans have ~400 intact odorant receptors, but each individual has a unique set of genetic variations that lead to variation in olfactory perception. We used a heterologous assay to determine how often genetic polymorphisms in odorant receptors alter receptor function.
Chien-Yun Hsiang et al.
Food chemistry, 136(1), 170-177 (2012-09-29)
Ginger is a commonly used spice with anti-inflammatory potential. Colitis is the common pathological lesion of inflammatory bowel diseases. In this study, we investigated the therapeutic effects of ginger and its component zingerone in mice with 2,4,6-trinitrobenzene sulphonic acid (TNBS)-induced
Jonathan H Slade et al.
Physical chemistry chemical physics : PCCP, 15(16), 5898-5915 (2013-03-15)
The reactive uptake coefficients (γ) of OH by levoglucosan, abietic acid, and nitroguaiacol serving as surrogate compounds for biomass burning aerosol have been determined employing a chemical ionisation mass spectrometer coupled to a rotating-wall flow-tube reactor over a wide range
Feng Li et al.
Food chemistry, 135(2), 332-337 (2012-08-08)
Hexahydrocurcumin, 1-dehydro-[6]-gingerdione, 6-dehydroshogaol and 6-shogaol were evaluated for their antioxidant and anti-inflammatory activities in the present study. The relative antioxidant potencies of ginger compounds decreased in similar order of 1-dehydro-[6]-gingerdione, hexahydrocurcumin>6-shogaol>6-dehydroshogaol in both 1,1-diphenyl-2-picyrlhydrazyl (DPPH) radical-scavenging and trolox equivalent antioxidant
Igor Cesarino et al.
Plant physiology and biochemistry : PPB, 62, 1-10 (2012-11-20)
Secreted class III peroxidases (EC 1.11.1.7) are implicated in a broad range of physiological processes throughout the plant life cycle. However, the unambiguous determination of the precise biological role of an individual class III peroxidase isoenzyme is still a difficult
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