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G5502

Sigma-Aldrich

Guaiacol

oxidation indicator

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:
12352202
PubChem Substance ID:
24895212
NACRES:
NA.77

vapor density

4.27 (vs air)

Quality Level

100

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.)

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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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.

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.

Caution

May be liquid at room temperature.

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS2407
SHBR8147
0000283128
0000272022
0000272023

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Constituent profiles
Essential Oil Safety-A Guide for Health Care Professionals (2014)
Encyclopedia of Food Sciences and Nutrition (Second Edition) (2003)
Derivatives and applications of lignin-An insight
Agrawal A, et al.
The Scitech Journal, 1(7), 30-36 (2014)
Effects of metoxibutropate, ibuprofen and guaiacol on the gastrointestinal system.
Fossati, et al.
International Journal of Tissue Reactions, 13(1), 45-50 (1991)
Antimicrobial Activity of Newly Prepared Endodontic Biosealer on Enterococcus Faecalis-An in vitro study
AL-Jubori SH, et al.
International journal of enhanced research in science technology and engineering. (2015)
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