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Merck

G5502

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
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
24895212
EC Number:
201-964-7
Beilstein/REAXYS Number:
508112
MDL number:
MFCD00002185

Key Documents

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InChI key

LHGVFZTZFXWLCP-UHFFFAOYSA-N

InChI

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

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.)

Quality Level

100

density

1.129 g/mL at 25 °C (lit.)

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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.

Disclaimer

May be liquid at room temperature.

pictograms

Exclamation mark
GHS07

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBM6650
SHBL7912
SHBL4413
MKCH3970
MKCD5311

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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)
Effects of metoxibutropate, ibuprofen and guaiacol on the gastrointestinal system.
Fossati, et al.
International Journal of Tissue Reactions, 13(1), 45-50 (1991)
Derivatives and applications of lignin-An insight
Agrawal A, et al.
The Scitech Journal, 1(7), 30-36 (2014)
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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