12-1620

Guaiacol

Name: Guaiacol
Brand: SAJ

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/REAXYS Number:

508112

EC Number:

201-964-7

MDL number:

MFCD00002185

UNSPSC Code:

12352112

PubChem Substance ID:

329749646

Grade:

SAJ first grade

Assay:

≥98.0%

Bp:

205 °C (lit.)

Vapor pressure:

0.11 mmHg ( 25 °C)

Key Documents

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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

dilution

(for analytical testing)

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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This Item	W253200	G5502	CRM40484
Sigma-Aldrich 12-1620 Guaiacol	Sigma-Aldrich W253200 Guaiacol	Sigma-Aldrich G5502 Guaiacol	CRM40484 Guaiacol solution
assay ≥98.0%	assay ≥99%	assay ≥98.0%	assay -
grade SAJ first grade	grade FG, Fragrance grade, Halal, Kosher, natural	grade -	grade certified reference material, TraceCERT^®
solubility water: soluble 23.3 g/L at 25 °C	solubility -	solubility -	solubility -
form crystalline	form liquid, solid	form liquid, solid	form -
vapor density 4.27 (vs air)	vapor density 4.27 (vs air)	vapor density 4.27 (vs air)	vapor density -
refractive index n20/D 1.543 (lit.)	refractive index n20/D 1.543 (lit.)	refractive index n20/D 1.543 (lit.)	refractive index -

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

GHS07

signalword

Warning

hcodes

H302,H315,H319

pcodes

P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P332 + P313

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

194.0 °F - closed cup

flash_point_c

90 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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In vitro antioxidant and anti-inflammatory activities of 1-dehydro-[6]-gingerdione, 6-shogaol, 6-dehydroshogaol and hexahydrocurcumin.

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

Ginger extract and zingerone ameliorated trinitrobenzene sulphonic acid-induced colitis in mice via modulation of nuclear factor-κB activity and interleukin-1β signalling pathway.

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

Identification of white campion (Silene latifolia) guaiacol O-methyltransferase involved in the biosynthesis of veratrole, a key volatile for pollinator attraction.

Alok K Gupta et al.

BMC plant biology, 12, 158-158 (2012-09-04)

Silene latifolia and its pollinator, the noctuid moth Hadena bicruris, represent an open nursery pollination system wherein floral volatiles, especially veratrole (1, 2-dimethoxybenzene), lilac aldehydes, and phenylacetaldehyde are of key importance for floral signaling. Despite the important role of floral

Heterogeneous OH oxidation of biomass burning organic aerosol surrogate compounds: assessment of volatilisation products and the role of OH concentration on the reactive uptake kinetics.

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

Hydrogenolysis of β-O-4 lignin model dimers by a ruthenium-xantphos catalyst.

Adam Wu et al.

Dalton transactions (Cambridge, England : 2003), 41(36), 11093-11106 (2012-08-07)

Hydrogenolysis reactions of so-called lignin model dimers using a Ru-xantphos catalyst are presented (xantphos = 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene). For example, of some nine models studied, the alcohol, 2-(2-methoxyphenoxy)-1-phenylethanol (1), with 5 mol% Ru(H)(2)(CO)(PPh(3))(xantphos) (18) in toluene-d(8) at 135 °C for 20 h

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