Guaiacol, clear, colorless liquid
Supplier: MP BIOMEDICALS (FKA ICN BIOMED
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Warning
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Synonyms:
2-Methoxyphenol
, 2-Hydroxyanisole
, 1-Hydroxy-2-methoxybenzene
Guaiacol is a phenolic natural product first isolated from Guaiac resin, as well as the oxidation of lignin. It is readily oxidized by the heme iron of peroxidases including the peroxidase of cyclooxygenase (COX) enzymes. Guaiacol is able to inhibit prostaglandin biosynthesis like a classic NSAID, but it does not induce gastric damage.
Guaiacol is used as a reducing co-substrate for COX reactions. Two moles of guaiacol are oxidized for each mole of hydroperoxide reduced by the peroxidase. The resulting guaiacol chromophore can be used for the colorimetric determination of hydroperoxidase activity . It can be used as a hydrogen donor (substrate) in the assay of peroxidase.
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.
Very soluble in acetone, acetic acid, benzene ethanol, chloroform, ether, methanol, glycerin (1 g/1 g); slightly soluble in water (1 g/60-70 mL). Although it is soluble in a sodium hydroxide solution, guaiacol forms a sparingly soluble compound in a moderately concentrated potassium hydroxide solution.
Upon cooling, guaiacol may remain as a liquid for a long time even at a much lower temperature. May be liquid at room temperature.
Guaiacol is a phenolic natural product first isolated from Guaiac resin, as well as the oxidation of lignin. It is readily oxidized by the heme iron of peroxidases including the peroxidase of cyclooxygenase (COX) enzymes. Guaiacol is able to inhibit prostaglandin biosynthesis like a classic NSAID, but it does not induce gastric damage.
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Formula:
C₇H₈O₂ MW: 124.14 g/mol Boiling Pt: 205 °C (1013 hPa) (lit.) Melting Pt: 26…29 °C (lit.) |
MDL Number:
MFCD00002185 CAS Number: 90-05-1 UN: 2810 ADR: 6.1,III |
Specification Test Results
| Synonyms | 2-Methoxyphenol; Catechol monomethyl ether; Pyrocatechol monomethyl ether; o-Methoxyphenol; Methyl catechol; o-Hydroxyanisole |
| Form | Clear Colorless Liquid |
| Storage | Store at Room Temperature (15-30 °C). Protect from light. |
| Extinction Coefficient | EmM = 2.55 (274 nm) (Lit.) |
| Refractive Index | n20/D 1.543 (lit.) |
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