3-Methylcatechol
Chemical compound From Wikipedia, the free encyclopedia
3-Methylcatechol is an organic compound with the formula CH3C6H3(OH)2 A white solid, it is one of the isomers of methylbenzenediol. Being structurally related to lignans, it is contributes to the aerosol generate by combustion of wood.[1]
 | |
| Names | |
|---|---|
| Preferred IUPAC name
3-Methylbenzene-1,2-diol | |
| Other names
2,3-Dihydroxytoluene 3-Methylpyrocatechol | |
| Identifiers | |
3D model (JSmol) |
|
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.006.975 |
PubChem CID |
|
| UNII | |
CompTox Dashboard (EPA) |
|
| |
| |
| Properties | |
| C7H8O2 | |
| Molar mass | 124.139 g·mol−1 |
| Appearance | white solid |
| Density | g/cm3 |
| Melting point | 68 °C (154 °F; 341 K) |
| Boiling point | 241 °C (466 °F; 514 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Metabolism
The enzyme 1,2-dihydroxy-6-methylcyclohexa-3,5-dienecarboxylate dehydrogenase uses 1,2-dihydroxy-6-methylcyclohexa-3,5-dienecarboxylate and NAD+ to produce 3-methylcatechol, NADH and CO2.[2]
The isofunctional enzymes of catechol 1,2-dioxygenase from species of Acinetobacter, Pseudomonas, Nocardia, Alcaligenes and Corynebacterium oxidize 3-methylcatechol according to both the intradiol and extradiol cleavage patterns. However, the enzyme preparations from Brevibacterium and Arthrobacter have only the intradiol cleavage activity.[3]
Related compounds
The 3-methylcatechol structural motif is rare in natural products. Known examples include calopin and a δ-lactone derivative, O-acetylcyclocalopin A|O-acetylcyclocalopin A, which have been isolated from the fungus Caloboletus calopus.[4]
References
External links
Wikiwand - on
Seamless Wikipedia browsing. On steroids.