G5502

Guaiacol

oxidation indicator

• Synonym(s): 2-Methoxyphenol, Catechol monomethyl ether, Pyrocatechol monomethyl ether
• 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

Properties

• 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.)
• 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H315,H319
• Precautionary Statements: 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 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