G5502

Guaiacol

Name: Guaiacol
Brand: SIGMA

oxidation indicator

Synonym(s):

2-Methoxyphenol, Catechol monomethyl ether, Pyrocatechol monomethyl ether

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All Photos(2)

About This Item

Linear Formula:

(CH₃O)C₆H₄OH

CAS Number:

90-05-1

Molecular Weight:

124.14

UNSPSC Code:

12352202

NACRES:

NA.77

PubChem Substance ID:

24895212

EC Number:

201-964-7

Beilstein/REAXYS Number:

508112

MDL number:

MFCD00002185

Product Name

Guaiacol, oxidation indicator

InChI

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

InChI key

LHGVFZTZFXWLCP-UHFFFAOYSA-N

SMILES string

COc1ccccc1O

vapor density

4.27 (vs air)

vapor pressure

0.11 mmHg ( 25 °C)

assay

≥98.0%

form

liquid
solid

refractive index

n20/D 1.543 (lit.)

bp

205 °C (lit.)

mp

26-29 °C (lit.)

density

1.129 g/mL at 25 °C (lit.)

Quality Level

100

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Application

Guaiacol has been used:

as a substrate for peroxidase enzyme to determine its activity
as a substrate to determine laccase activity
as a reagent in peroxidase (POD) activity test

Biochem/physiol Actions

Guaiacol has an ability to inhibit prostaglandin biosynthesis, without causing damage to the gastrointestinal system, unlike classic NSAID (nonsteroidal anti-inflammatory drugs).

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.

Disclaimer

May be liquid at room temperature.

General description

Guaiacol, a phenolic compound, acts as a scavenger of superoxide radicals. It is produced from guaiacum or wood creosote. Guaiacol acts as a precursor to different favoring agents like, vanillin and roasted coffee. It is used as an antiseptic, analgesic and sedative drug for the treatment of dental pulp and periodontal tissue. Guaiacol enhances cell proliferation in vivo.

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

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

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Constituent profiles

Essential Oil Safety-A Guide for Health Care Professionals (2014)

Increased Levels of Antinutritional and/or Defense Proteins Reduced the Protein Quality of a Disease-Resistant Soybean Cultivar

Sousa DOB, et al.

Nutrients, 7(7), 6038-6054 (2015)

Encyclopedia of Food Sciences and Nutrition (Second Edition) (2003)

Thermal preference ranges correlate with stable signals of universal stress markers in Lake Baikal endemic and Holarctic amphipods

Axenov-Gribanov D, et al

PLoS ONE, 11(10), e0164226-e0164226 (2016)

Kinetic analysis and structural studies of a high-efficiency laccase from Cerrena sp. RSD 1

Wu MH, et al.

FEBS Open Bio, 8(8), 1230-1246 (2018)

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