G5502

Sigma-Aldrich

Guaiacol

oxidation indicator

Synonym(s):
Catechol monomethyl ether, 2-Methoxyphenol, Pyrocatechol monomethyl ether
Linear Formula:
(CH3O)C6H4OH
CAS Number:
Molecular Weight:
124.14
Beilstein/REAXYS Number:
508112
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

vapor density

4.27 (vs air)

Quality Level

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

Packaging

1 kg in glass bottle
100, 250, 500 g in glass bottle

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

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

194.0 °F - closed cup

Flash Point(C)

90 °C - closed cup

Certificate of Analysis

Certificate of Origin

Constituent profiles
Essential Oil Safety-A Guide for Health Care Professionals (2014)
Encyclopedia of Food Sciences and Nutrition (Second Edition) (2003)
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)
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)
Measurements of Proline and Malondialdehyde Content and Antioxidant Enzyme Activities in Leaves of Drought Stressed Cotton
Chen T and Zhang B
Plant & Cell Physiology (2015)

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