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Category: information only not used for fragrances or flavors
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00 %
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| Food Chemicals Codex Listed: | No |
| Melting Point: | 68.00 °C. @ 760.00 mm Hg
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| Boiling Point: | 241.00 °C. @ 760.00 mm Hg
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| Flash Point: | 242.00 °F. TCC ( 116.70 °C. ) (est)
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| logP (o/w): | 1.340 (est) |
| Soluble in: |
| | water, 1.648e+004 mg/L @ 25 °C (est) |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
intravenous-mouse LD50 56 mg/kg U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#07878
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | information only not used for fragrances or flavors |
| Recommendation for 3-methyl catechol usage levels up to: | | | not for fragrance use.
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| Recommendation for 3-methyl catechol flavor usage levels up to: |
| | not for flavor use.
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Safety References:
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
| | found in food but not in nature |
Synonyms:
| 1,2- | benzenediol, 3-methyl- | | | catechol, 3-methyl- | | 1,2- | dihydroxy-3-methylbenzene | | 2,3- | dihydroxytoluene | | 3- | methyl-1,2-benzenediol | | 3- | methyl-1,2-dihydroxybenzene | | 3- | methylbenzene-1,2-diol | | 3- | methylcatechol | | 3- | methylpyrocatechol | | 2,3- | toluenediol |
Articles:
| PubMed: | Enhanced 3-methylcatechol production by Pseudomonas putida TODE1 in a two-phase biotransformation system. |
| PubMed: | Selection for growth on 3-nitrotoluene by 2-nitrotoluene-utilizing Acidovorax sp. strain JS42 identifies nitroarene dioxygenases with altered specificities. |
| PubMed: | Characterization of polyphenol oxidase activity in Ataulfo mango. |
| PubMed: | The effect of substituents on the surface modification of anatase nanoparticles with catecholate-type ligands: a combined DFT and experimental study. |
| PubMed: | Degradation of toluene by ortho cleavage enzymes in Burkholderia fungorum FLU100. |
| PubMed: | Isotope effects of enzymatic dioxygenation of nitrobenzene and 2-nitrotoluene by nitrobenzene dioxygenase. |
| PubMed: | Nontargeted GC-MS approach for volatile profile of toasting in cherry, chestnut, false acacia, and ash wood. |
| PubMed: | Characterization of a bifunctional O- and N-glucosyltransferase from Vitis vinifera in glucosylating phenolic compounds and 3,4-dichloroaniline in Pichia pastoris and Arabidopsis thaliana. |
| PubMed: | Metagenomic screening for aromatic compound-responsive transcriptional regulators. |
| PubMed: | Compound-specific stable carbon isotope ratios of phenols and nitrophenols derivatized with N,O-bis(trimethylsilyl)trifluoroacetamide. |
| PubMed: | Effective biochemical decomposition of chlorinated aromatic hydrocarbons with a biocatalyst immobilized on a natural enzyme support. |
| PubMed: | Biodegradation of 3-nitrotoluene by Rhodococcus sp. strain ZWL3NT. |
| PubMed: | Biomineralization of 3-nitrotoluene by Diaphorobacter species. |
| PubMed: | Cyclobotryoxide, a phytotoxic metabolite produced by the plurivorous pathogen Neofusicoccum australe. |
| PubMed: | Biotransformation of benzene and toluene to catechols by phenol hydroxylase from Arthrobacter sp. W1. |
| PubMed: | Characterization of catechol 2,3-dioxygenase from Planococcus sp. strain S5 induced by high phenol concentration. |
| PubMed: | Optimization of 2,3-dihydroxybiphenyl 1,2-dioxygenase expression and its application for biosensor. |
| PubMed: | Isolation, characterization and docking studies of 2,3-dihydroxybiphenyl 1,2-dioxygenase from an activated sludge metagenome. |
| PubMed: | Degradation of 2-chlorotoluene by Rhodococcus sp. OCT 10. |
| PubMed: | Extradiol dioxygenase-SiO₂ sol-gel modified electrode for catechol and its derivatives detection. |
| PubMed: | Substrate binding mechanism of a type I extradiol dioxygenase. |
| PubMed: | A process optimization for bio-catalytic production of substituted catechols (3-nitrocatechol and 3-methylcatechol. |
| PubMed: | Biodegradation of 2-nitrotoluene by Micrococcus sp. strain SMN-1. |
| PubMed: | Catechol 1,2-dioxygenase from the Gram-positive Rhodococcus opacus 1CP: quantitative structure/activity relationship and the crystal structures of native enzyme and catechols adducts. |
| PubMed: | Methylcatechol 1,2-dioxygenase of Rhodococcus opacus 6a is a new type of the catechol-cleaving enzyme. |
| PubMed: | Investigation of peptide reactivity of pro-hapten skin sensitizers using a peroxidase-peroxide oxidation system. |
| PubMed: | Genetic and biochemical analyses of chlorobenzene degradation gene clusters in Pandoraea sp. strain MCB032. |
| PubMed: | Enzyme-substrate interaction and characterization of a 2,3-dihydroxybiphenyl 1,2-dioxygenase from Dyella ginsengisoli LA-4. |
| PubMed: | Anti-inflammatory effects of catechols in lipopolysaccharide-stimulated microglia cells: inhibition of microglial neurotoxicity. |
| PubMed: | Response of Pseudomonas putida F1 cultures to fluctuating toluene loads and operational failures in suspended growth bioreactors. |
| PubMed: | Purification and characterization of alkylcatechol 2,3-dioxygenase from butylphenol degradation pathway of Pseudomonas putida MT4. |
| PubMed: | Purification and characterization of catechol 2,3-dioxygenase from the aniline degradation pathway of Acinetobacter sp. YAA and its mutant enzyme, which resists substrate inhibition. |
| PubMed: | A novel solid-liquid two-phase partitioning bioreactor for the enhanced bioproduction of 3-methylcatechol. |
| PubMed: | Quantitative studies on the formation of phenol/2-furfurylthiol conjugates in coffee beverages toward the understanding of the molecular mechanisms of coffee aroma staling. |
| PubMed: | Bacterial degradation of N,N-diethyl-m-toluamide (DEET): cloning and heterologous expression of DEET hydrolase. |
| PubMed: | Quantitative precursor studies on di- and trihydroxybenzene formation during coffee roasting using "in bean" model experiments and stable isotope dilution analysis. |
| PubMed: | New insights on toluene biodegradation by Pseudomonas putida F1: influence of pollutant concentration and excreted metabolites. |
| PubMed: | Solvent selection for enhanced bioproduction of 3-methylcatechol in a two-phase partitioning bioreactor. |
| PubMed: | Electrochemical monitoring of the biodegradation of 2,4-dimethylaniline. |
| PubMed: | Development of a stable isotope dilution analysis with liquid chromatography-tandem mass spectrometry detection for the quantitative analysis of di- and trihydroxybenzenes in foods and model systems. |
| PubMed: | Characterization of methylhydroquinone-metabolizing oxygenase genes encoded on plasmid in Burkholderia sp. NF100. |
| PubMed: | Diversity of 2,3-dihydroxybiphenyl dioxygenase genes in a strong PCB degrader, Rhodococcus sp. strain RHA1. |
| PubMed: | Cloning and sequence analysis of hydroxyquinol 1,2-dioxygenase gene in 2,4,6-trichlorophenol-degrading Ralstonia pickettii DTP0602 and characterization of its product. |
| PubMed: | Active site residues controlling substrate specificity in 2-nitrotoluene dioxygenase from Acidovorax sp. strain JS42. |
| PubMed: | Description of toluene inhibition of methyl bromide biodegradation in seawater and isolation of a marine toluene oxidizer that degrades methyl bromide. |
| PubMed: | Chloromethylmuconolactones as critical metabolites in the degradation of chloromethylcatechols: recalcitrance of 2-chlorotoluene. |
| PubMed: | Effects of surface hydrophobicity on the catalytic iron ion retention in the active site of two catechol 1,2-dioxygenase isoenzymes. |
| PubMed: | Alpha-subunit positions methionine 180 and glutamate 214 of Pseudomonas stutzeri OX1 toluene-o-xylene monooxygenase influence catalysis. |
| PubMed: | Altering toluene 4-monooxygenase by active-site engineering for the synthesis of 3-methoxycatechol, methoxyhydroquinone, and methylhydroquinone. |
| PubMed: | Isolation and characterization of polycyclic aromatic hydrocarbons-degrading Sphingomonas sp. strain ZL5. |
| PubMed: | Biotransformation in double-phase systems: physiological responses of Pseudomonas putida DOT-T1E to a double phase made of aliphatic alcohols and biosynthesis of substituted catechols. |
| PubMed: | Protein engineering of toluene-o-xylene monooxygenase from Pseudomonas stutzeri OX1 for synthesizing 4-methylresorcinol, methylhydroquinone, and pyrogallol. |
| PubMed: | Multiplicity of 2,3-dihydroxybiphenyl dioxygenase genes in the Gram-positive polychlorinated biphenyl degrading bacterium Rhodococcus rhodochrous K37. |
| PubMed: | Indene bioconversion by a toluene inducible dioxygenase of Rhodococcus sp. I24. |
| PubMed: | Use of 3-hydroxyphenylacetylene for activity-dependent, fluorescent labeling of bacteria that degrade toluene via 3-methylcatechol. |
| PubMed: | Model description of bacterial 3-methylcatechol production in one- and two-phase systems. |
| PubMed: | Genetic engineering of a highly solvent-tolerant Pseudomonas putida strain for biotransformation of toluene to p-hydroxybenzoate. |
| PubMed: | Optimization of catechol production by membrane-immobilized polyphenol oxidase: a modeling approach. |
| PubMed: | Rational engineering of the regioselectivity of TecA tetrachlorobenzene dioxygenase for the transformation of chlorinated toluenes. |
| PubMed: | Characterization of a novel thermostable Mn(II)-dependent 2,3-dihydroxybiphenyl 1,2-dioxygenase from a polychlorinated biphenyl- and naphthalene-degrading Bacillus sp. JF8. |
| PubMed: | Metabolism of dichloromethylcatechols as central intermediates in the degradation of dichlorotoluenes by Ralstonia sp. strain PS12. |
| PubMed: | Effects of substrate and oxygen loading rates on gas-phase toluene removal in a three-phase biofilm reactor. |
| PubMed: | The roles of intermediates in biodegradation of benzene, toluene, and p-xylene by Pseudomonas putida F1. |
| PubMed: | Membrane-facilitated bioproduction of 3-methylcatechol in an octanol/water two-phase system. |
| PubMed: | High-rate 3-methylcatechol production in Pseudomonas putida strains by means of a novel expression system. |
| PubMed: | Integrated bioproduction and extraction of 3-methylcatechol. |
| PubMed: | Altering catalytic properties of 3-chlorocatechol-oxidizing extradiol dioxygenase from Sphingomonas xenophaga BN6 by random mutagenesis. |
| PubMed: | Cloning and expression of thermophilic catechol 1,2-dioxygenase gene (catA) from Streptomyces setonii. |
| PubMed: | A genetically modified solvent-tolerant bacterium for optimized production of a toxic fine chemical. |
| PubMed: | Properties of the trihydroxytoluene oxygenase from Burkholderia cepacia R34: an extradiol dioxygenase from the 2,4-dinitrotoluene pathway. |
| PubMed: | In vitro cytotoxicity of aromatic aerobic biotransformation products in bluegill sunfish BF-2 cells. |
| PubMed: | Catalytic properties of the 3-chlorocatechol-oxidizing 2, 3-dihydroxybiphenyl 1,2-dioxygenase from Sphingomonas sp. strain BN6. |
| PubMed: | Adenosylcobalamin-mediated methyl transfer by toluate cis-dihydrodiol dehydrogenase of the TOL plasmid pWW0. |
| PubMed: | Conversion of 3-chlorocatechol by various catechol 2,3-dioxygenases and sequence analysis of the chlorocatechol dioxygenase region of Pseudomonas putida GJ31. |
| PubMed: | Inactivation of toluene 2-monooxygenase in Burkholderia cepacia G4 by alkynes. |
| PubMed: | Modulation of arachidonic acid metabolism by phenols: relation to their structure and antioxidant/prooxidant properties. |
| PubMed: | Molecular basis for the stabilization and inhibition of 2, 3-dihydroxybiphenyl 1,2-dioxygenase by t-butanol. |
| PubMed: | Purification and preliminary characterization of a serine hydrolase involved in the microbial degradation of polychlorinated biphenyls. |
| PubMed: | Purification and characterization of catechol 1,2-dioxygenase from Rhodococcus rhodochrous NCIMB 13259 and cloning and sequencing of its catA gene. |
| PubMed: | Purification, characterization, and gene analysis of catechol 2,3-dioxygenase from the aniline-assimilating bacterium Pseudomonas species AW-2. |
| PubMed: | Distal cleavage of 3-chlorocatechol by an extradiol dioxygenase to 3-chloro-2-hydroxymuconic semialdehyde. |
| PubMed: | Structure of catechol 2,3-dioxygenase gene from Alcaligenes eutrophus 335. |
| PubMed: | In vitro cytotoxicity of BTEX metabolites in HeLa cells. |
| PubMed: | Cloning and sequence analysis of a catechol 2,3-dioxygenase gene from the nitrobenzene-degrading strain Comamonas sp JS765. |
| PubMed: | Characterization of the gene encoding catechol 2,3-dioxygenase from Achromobacter xylosoxidans KF701. |
| PubMed: | Cloning of genes involved in carbazole degradation of Pseudomonas sp. strain CA10: nucleotide sequences of genes and characterization of meta-cleavage enzymes and hydrolase. |
| PubMed: | Microbial degradation of chloroaromatics: use of the meta-cleavage pathway for mineralization of chlorobenzene. |
| PubMed: | Structure of catechol 2,3-dioxygenase gene encoded in TOM plasmid of Pseudomonas cepacia G4. |
| PubMed: | Analysis of a new dimeric extradiol dioxygenase from a naphthalenesulfonate-degrading sphingomonad. |
| PubMed: | Classification of catechol 1,2-dioxygenase family: sequence analysis of a gene for the catechol 1,2-dioxygenase showing high specificity for methylcatechols from Gram+ aniline-assimilating Rhodococcus erythropolis AN-13. |
| PubMed: | Cloning and sequencing of the genes encoding 2-nitrotoluene dioxygenase from Pseudomonas sp. JS42. |
| PubMed: | Cloning of the genes for and characterization of the early stages of toluene and o-xylene catabolism in Pseudomonas stutzeri OX1. |
| PubMed: | Construction and use of recombinant Escherichia coli strains for the synthesis of toluene cis-glycol. |
| PubMed: | Characterization of the gene encoding catechol 2,3-dioxygenase of Alcaligenes sp. KF711: overexpression, enzyme purification, and nucleotide sequencing. |
| PubMed: | Three-dimensional structures of free form and two substrate complexes of an extradiol ring-cleavage type dioxygenase, the BphC enzyme from Pseudomonas sp. strain KKS102. |
| PubMed: | Purification and characterization of toluene 2-monooxygenase from Burkholderia cepacia G4. |
| PubMed: | Molecular and biochemical characterization of two meta-cleavage dioxygenases involved in biphenyl and m-xylene degradation by Beijerinckia sp. strain B1. |
| PubMed: | Substrate specificity differences between two catechol 2,3-dioxygenases encoded by the TOL and NAH plasmids from Pseudomonas putida. |
| PubMed: | Phenol and cresol metabolism in Bacillus pumilus isolated from contaminated groundwater. |
| PubMed: | Oxidative release of nitrite from 2-nitrotoluene by a three-component enzyme system from Pseudomonas sp. strain JS42. |
| PubMed: | Substrate specificity of catechol 2,3-dioxygenase encoded by TOL plasmid pWW0 of Pseudomonas putida and its relationship to cell growth. |
| PubMed: | Biodegradation of 2-nitrotoluene by Pseudomonas sp. strain JS42. |
| PubMed: | Functional and structural relationship of various extradiol aromatic ring-cleavage dioxygenases of Pseudomonas origin. |
| PubMed: | Metabolism of styrene by Rhodococcus rhodochrous NCIMB 13259. |
| PubMed: | The catechol 2,3-dioxygenase gene of Rhodococcus rhodochrous CTM: nucleotide sequence, comparison with isofunctional dioxygenases and evidence for an active-site histidine. |
| PubMed: | Characterization of 2,2',3-trihydroxybiphenyl dioxygenase, an extradiol dioxygenase from the dibenzofuran- and dibenzo-p-dioxin-degrading bacterium Sphingomonas sp. strain RW1. |
| PubMed: | Overproduction, purification and properties of 2,3-dihydroxyphenylpropionate 1,2-dioxygenase from Escherichia coli. |
| PubMed: | Purification and crystallization of 2,3-dihydroxybiphenyl 1,2-dioxygenase. |
| PubMed: | Metabolism of 3-methyldiphenyl ether by Sphingomonas sp. SS31. |
| PubMed: | Utilization of 3-chloro-2-methylbenzoic acid by Pseudomonas cepacia MB2 through the meta fission pathway. |
| PubMed: | Characterization of catechol 2,3-dioxygenases. |
| PubMed: | Degradation of 2-methylaniline in Rhodococcus rhodochrous: cloning and expression of two clustered catechol 2,3-dioxygenase genes from strain CTM. |
| PubMed: | Degradation of 2-methylaniline and chlorinated isomers of 2-methylaniline by Rhodococcus rhodochrous strain CTM. |
| PubMed: | Genetic organization and regulation of a meta cleavage pathway for catechols produced from catabolism of toluene, benzene, phenol, and cresols by Pseudomonas pickettii PKO1. |
| PubMed: | Mutants of Pseudomonas cepacia G4 defective in catabolism of aromatic compounds and trichloroethylene. |
| PubMed: | Catechol 2,3-oxygenase production by genetically engineered Escherichia coli and its application to catechol determination. |
| PubMed: | Simultaneous biodegradation of chlorobenzene and toluene by a Pseudomonas strain. |
| PubMed: | Construction of hybrid xylE genes between the two duplicate homologous genes from TOL plasmid pWW53: comparison of the kinetic properties of the gene products. |
| PubMed: | Isolation and partial characterization of an extradiol non-haem iron dioxygenase which preferentially cleaves 3-methylcatechol. |
| PubMed: | [Structure correction and synthesis of subspinosin]. |
| PubMed: | [Plasmids for biphenyl, chlorobiphenyl and metatoluylate degradation from Pseudomonas putida]. |
| PubMed: | Toluene degradation by Pseudomonas putida F1. Nucleotide sequence of the todC1C2BADE genes and their expression in Escherichia coli. |
| PubMed: | Novel pathway of toluene catabolism in the trichloroethylene-degrading bacterium g4. |
| PubMed: | [Purification and properties of two enzymes of meta-cleaving the aromatic ring controlled by the biphenyl biodegradation plasmid pBS 241 from Pseudomonas putida]. |
| PubMed: | Toluene degradation by Pseudomonas putida F1: genetic organization of the tod operon. |
| PubMed: | Toluene induction and uptake kinetics and their inclusion in the specific-affinity relationship for describing rates of hydrocarbon metabolism. |
| PubMed: | TOL plasmid pWW0 in constructed halobenzoate-degrading Pseudomonas strains: prevention of meta pathway. |
| PubMed: | Inhibition of catechol 2,3-dioxygenase from Pseudomonas putida by 3-chlorocatechol. |
| PubMed: | Naphthalene metabolism by pseudomonads: purification and properties of 1,2-dihydroxynaphthalene oxygenase. |
| PubMed: | In vitro studies of poison oak immunity. II. Effect of urushiol analogues on the human in vitro response. |
| PubMed: | Chemical structure and biodegradability of halogenated aromatic compounds. Two catechol 1,2-dioxygenases from a 3-chlorobenzoate-grown pseudomonad. |
| PubMed: | Extradiol cleavage of 3-methylcatechol by catechol 1,2-dioxygenase from various microorganisms. |
| PubMed: | [Peripheral metabolism of isomeric xylenes by Pseudomonas aeruginosa]. |
| PubMed: | Catechol 1,2-dioxygenase from Acinetobacter calcoaceticus: purification and properties. |
| PubMed: | Metabolism of resorcinylic compounds by bacteria: orcinol pathway in Pseudomonas putida. |
| PubMed: | Metabolism of phenol and cresols by Bacillus stearothermophilus. |
| PubMed: | Extradiol cleavage of 3-substituted catechols by an intradiol dioxygenase, pyrocatechase, from a Pseudomonad. |
| PubMed: | Pathways for the degradation of m-cresol and p-cresol by Pseudomonas putida. |
| PubMed: | Bacterial metabolism of arylsulfonates: role of meta cleavage in benzene sulfonate oxidation by Pseudomonas testosteroni. |
| PubMed: | Bacterial metabolism of para- and meta-xylene: oxidation of a methyl substituent. |
| PubMed: | Microbial degradation of alkylbenzenesulphonates. Metabolism of homologues of short alkyl-chain length by an Alcaligenes sp. |
| PubMed: | Metabolism of 4-chloro-2-methylphenoxyacetate by a soil pseudomonad. Ring-fission, lactonizing and delactonizing enzymes. |
| PubMed: | Metabolism of 4-chloro-2-methylphenoxyacetate by a soil pseudomonad. Preliminary evidence for the metabolic pathway. |
| PubMed: | Co-metabolism of methyl- and chloro-substituted catechols by an Achromobacter sp. possessing a new meta-cleaving oxygenase. |
| PubMed: | Oxoenoic acids as metabolites in the bacterial degradation of catechols. |
| PubMed: | Formation of 2-hydroxy-6-oxo-2, trans-4, trans-heptad-ienoic acid from 3-methylcatechol by a Pseudomonas. |
| PubMed: | Metabolism of arylsulphonates by micro-organisms. |
| PubMed: | The metabolism of cresols by species of Pseudomonas. |
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