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M34006 Aldrich

3-Methylcatechol

98%

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Properties

Related Categories Building Blocks, Chemical Synthesis, Organic Building Blocks, Oxygen Compounds, Polyols More...
assay   98%
bp   241 °C(lit.)
mp   65-68 °C(lit.)

Description

Packaging

25 g in glass bottle

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Safety & Documentation

Safety Information

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GHS07  GHS07
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Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
WGK Germany 
3
RTECS 
UX1910000

Protocols & Articles

Peer-Reviewed Papers

References

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Investigation of peptide reactivity of pro-hapten skin sensitizers using a peroxidase-peroxide oxidation system. Gerberick, G.F., et al. Toxicol. Pathol. 112, 164-74, (2009)

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A genetically modified solvent-tolerant bacterium for optimized production of a toxic fine chemical. Wery J, Mendes da Silva DI, and de Bont JA Appl. Microbiol. Biotechnol. 54(2), 180-5, (2000)

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High-rate 3-methylcatechol production in Pseudomonas putida strains by means of a novel expression system. Hüsken LE, Beeftink R, de Bont JA, et al. Appl. Microbiol. Biotechnol. 55(5), 571-7, (2001)

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Integrated bioproduction and extraction of 3-methylcatechol. Hüsken LE, Dalm MC, Tramper J, et al. J. Biotechnol. 88(1), 11-9, (2001)

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Substrate specificity of catechol 2,3-dioxygenase encoded by TOL plasmid pWW0 of Pseudomonas putida and its relationship to cell growth. Cerdan P, Wasserfallen A, Rekik M, et al. J. Bacteriol. 176(19), 6074-81, (1994)

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A novel solid-liquid two-phase partitioning bioreactor for the enhanced bioproduction of 3-methylcatechol. Prpich GP and Daugulis AJ Biotechnol. Bioeng. 98(5), 1008-16, (2007)

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Membrane-facilitated bioproduction of 3-methylcatechol in an octanol/water two-phase system. Hüsken LE, Oomes M, Schroën K, et al. J. Biotechnol. 96(3), 281-9, (2002)

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Model description of bacterial 3-methylcatechol production in one- and two-phase systems. Hüsken LE, Hoogakker J, de Bont JA, et al. Bioprocess Biosyst. Eng. 26(1), 11-7, (2003)

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Solvent selection for enhanced bioproduction of 3-methylcatechol in a two-phase partitioning bioreactor. Prpich GP and Daugulis AJ Biotechnol. Bioeng. 97(3), 536-43, (2007)

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Mutants of Pseudomonas cepacia G4 defective in catabolism of aromatic compounds and trichloroethylene. Shields MS, Montgomery SO, Cuskey SM, et al. Appl. Environ. Microbiol. 57(7), 1935-41, (1991)

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New insights on toluene biodegradation by Pseudomonas putida F1: influence of pollutant concentration and excreted metabolites. Bordel S, Muñoz R, Díaz LF, et al. Appl. Microbiol. Biotechnol. 74(4), 857-66, (2007)

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Cyclobotryoxide, a phytotoxic metabolite produced by the plurivorous pathogen Neofusicoccum australe. Andolfi A, Maddau L, Cimmino A, et al. J. Nat. Prod. 75(10), 1785-91, (2012)

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Characterization of a novel thermostable Mn(II)-dependent 2,3-dihydroxybiphenyl 1,2-dioxygenase from a polychlorinated biphenyl- and naphthalene-degrading Bacillus sp. JF8. Hatta T, Mukerjee-Dhar G, Damborsky J, et al. J. Biol. Chem. 278(24), 21483-92, (2003)

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Isolation and partial characterization of an extradiol non-haem iron dioxygenase which preferentially cleaves 3-methylcatechol. Wallis MG and Chapman SK Biochem. J. 266(2), 605-9, (1990)

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Oxidative release of nitrite from 2-nitrotoluene by a three-component enzyme system from Pseudomonas sp. strain JS42. An D, Gibson DT, and Spain JC J. Bacteriol. 176(24), 7462-7, (1994)

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Response of Pseudomonas putida F1 cultures to fluctuating toluene loads and operational failures in suspended growth bioreactors. Muñoz R, Díaz LF, Bordel S, et al. Biodegradation 19(6), 897-908, (2008)

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Substrate binding mechanism of a type I extradiol dioxygenase. Cho HJ, Kim K, Sohn SY, et al. J. Biol. Chem. 285(45), 34643-52, (2010)

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Distal cleavage of 3-chlorocatechol by an extradiol dioxygenase to 3-chloro-2-hydroxymuconic semialdehyde. Riegert U, Heiss G, Fischer P, et al. J. Bacteriol. 180(11), 2849-53, (1998)

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Catalytic properties of the 3-chlorocatechol-oxidizing 2, 3-dihydroxybiphenyl 1,2-dioxygenase from Sphingomonas sp. strain BN6. Riegert U, Heiss G, Kuhm AE, et al. J. Bacteriol. 181(16), 4812-7, (1999)

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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. Murakami S, Kodama N, Shinke R, et al. Gene 185(1), 49-54, (1997)

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Altering catalytic properties of 3-chlorocatechol-oxidizing extradiol dioxygenase from Sphingomonas xenophaga BN6 by random mutagenesis. Riegert U, Bürger S, and Stolz A J. Bacteriol. 183(7), 2322-30, (2001)

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A process optimization for bio-catalytic production of substituted catechols (3-nitrocatechol and 3-methylcatechol. Prakash D, Pandey J, Tiwary BN, et al. BMC Biotechnol. 10, 49, (2010)

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Adenosylcobalamin-mediated methyl transfer by toluate cis-dihydrodiol dehydrogenase of the TOL plasmid pWW0. Lee JY, Park HS, and Kim HS J. Bacteriol. 181(9), 2953-7, (1999)

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Use of 3-hydroxyphenylacetylene for activity-dependent, fluorescent labeling of bacteria that degrade toluene via 3-methylcatechol. Kauffman ME, Keener WK, Clingenpeel SR, et al. J. Microbiol. Methods 55(3), 801-5, (2003)

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Characterization of catechol 2,3-dioxygenase from Planococcus sp. strain S5 induced by high phenol concentration. Hupert-Kocurek K, Guzik U, and Wojcieszyńska D Acta Biochim. Pol. 59(3), 345-51, (2012)

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Beil. 6,872

FT-IR 2 (2), 1883:D / FT-NMR 1 (2), 295:A / IR-Spectra (3), 662:B / IR-Spectra (2), 590:G / NMR-Reference 2 (1), 895:C / RegBook 1 (1), 1293:B / Sax 6, 1079 / Structure Index 1, 197:A:7 / Vapor Phase 3, 1037:B

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