Home Carboxes 2138-22-9
2138-22-9,MFCD00059614
Catalog No.:AA003L3L

2138-22-9 | 4-Chlorocatechol

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1g
98%
in stock  
$28.00   $20.00
- +
5g
98%
in stock  
$85.00   $60.00
- +
10g
98%
in stock  
$150.00   $105.00
- +
25g
98%
in stock  
$270.00   $189.00
- +
100g
98%
in stock  
$1,042.00   $730.00
- +
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003L3L
Chemical Name:
4-Chlorocatechol
CAS Number:
2138-22-9
Molecular Formula:
C6H5ClO2
Molecular Weight:
144.5557
MDL Number:
MFCD00059614
SMILES:
Clc1ccc(c(c1)O)O
Properties
Properties
 
BP:
267.1°C at 760 mmHg  
Form:
Solid  
MP:
90-94 °C(lit.);  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
97.1  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
XLogP3:
2.3  

Upstream Synthesis Route

[1]Bioscience,Biotechnology,andBiochemistry,1994,vol.58,#11,p.2054-2056

[1]GazzettaChimicaItaliana,1898,vol.28I,p.222

[2]ChemischeBerichte,1911,vol.44,p.2179

[3]ChemischeBerichte,1930,vol.63,p.1931,1933

[1]Tetrahedron,1991,vol.47,#25,p.4429-4434

[1]ChemischeBerichte,1911,vol.44,p.2179

[1]ChemischeBerichte,1911,vol.44,p.2179

Downstream Synthesis Route
90-46-0    2138-22-9   
4-chloro-5-xanthen-9-yl-pyrocatechol 

[1]AnnalesdeChimie(Cachan,France),1922,vol.<9>18,p.112

[1]EuropeanJournalofOrganicChemistry,2019,vol.2019,p.7389-7393

[2]RecueildesTravauxChimiquesdesPays-Bas,1935,vol.54,p.995,999

[1]JournalofHeterocyclicChemistry,1980,vol.17,p.489-492

598-09-4    2138-22-9    98-59-9    75484-25-2    75484-28-5   
Toluene-4-sulfonicacid7-chloro-2-methyl-2,3-dihydro-benzo1,4dioxin-2-ylmethylester 

[1]JournalofHeterocyclicChemistry,1980,vol.17,p.489-492

[1]Tetrahedron,1991,vol.47,p.4429-4434

Literature

Title: Photocatalytic degradation of 4-chlorophenol under P-modified TiO2/UV system: kinetics, intermediates, phytotoxicity and acute toxicity.

Journal: Journal of environmental sciences (China) 20120101

Title: Characterization of catechol 2,3-dioxygenase from Planococcus sp. strain S5 induced by high phenol concentration.

Journal: Acta biochimica Polonica 20120101

Title: The intermediate products in the degradation of 4-chlorophenol by pulsed high voltage discharge in water.

Journal: Journal of hazardous materials 20110915

Title: Comparison of experimental methods for determination of toxicity and biodegradability of xenobiotic compounds.

Journal: Biodegradation 20110701

Title: Biodegradation of 4-chlorobenzoic acid by Pseudomonas aeruginosa PA01 NC.

Journal: Biodegradation 20110601

Title: Rapid halogen substitution and dibenzodioxin formation during tyrosinase-catalyzed oxidation of 4-halocatechols.

Journal: Chemical research in toxicology 20110321

Title: Biodegradation pathways of chloroanilines by Acinetobacter baylyi strain GFJ2.

Journal: Journal of hazardous materials 20110227

Title: The homogentisate and homoprotocatechuate central pathways are involved in 3- and 4-hydroxyphenylacetate degradation by Burkholderia xenovorans LB400.

Journal: PloS one 20110101

Title: Consortia modulation of the stress response: proteomic analysis of single strain versus mixed culture.

Journal: Environmental microbiology 20100901

Title: 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.

Journal: Journal of structural biology 20100601

Title: Proteome analysis of soybean leaves, hypocotyls and roots under salt stress.

Journal: Proteome science 20100101

Title: Identification of intermediates and assessment of ecotoxicity in the oxidation products generated during the ozonation of clofibric acid.

Journal: Journal of hazardous materials 20091230

Title: Novel metal-binding site of Pseudomonas reinekei MT1 trans-dienelactone hydrolase.

Journal: Biochemical and biophysical research communications 20091225

Title: Cometabolic biodegradation of 4-chlorophenol by sequencing batch reactors at different temperatures.

Journal: Bioresource technology 20091001

Title: Catalytic properties of catechol 1,2-dioxygenase from Acinetobacter radioresistens S13 immobilized on nanosponges.

Journal: Dalton transactions (Cambridge, England : 2003) 20090907

Title: Anatase vs. rutile efficiency on the photocatalytic degradation of clofibric acid under near UV to visible irradiation.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20090501

Title: Fine-tuning of catalytic properties of catechol 1,2-dioxygenase by active site tailoring.

Journal: Chembiochem : a European journal of chemical biology 20090417

Title: Characterization of catechol derivative removal by lignin peroxidase in aqueous mixture.

Journal: Bioresource technology 20090401

Title: Potential of Penicillium species in the bioremediation field.

Journal: International journal of environmental research and public health 20090401

Title: Fluorination of ZnWO4 photocatalyst and influence on the degradation mechanism for 4-chlorophenol.

Journal: Environmental science & technology 20081115

Title: The cooperative electrochemical oxidation of chlorophenols in anode-cathode compartments.

Journal: Journal of hazardous materials 20080615

Title: Pseudomonas aeruginosa strain RW41 mineralizes 4-chlorobenzenesulfonate, the major polar by-product from DDT manufacturing.

Journal: Environmental microbiology 20080601

Title: Degradation of 4-fluorophenol by Arthrobacter sp. strain IF1.

Journal: Applied microbiology and biotechnology 20080301

Title: Investigation of the generation of hydroxyl radicals and their oxidative role in the presence of heterogeneous copper catalysts.

Journal: Chemosphere 20071001

Title: 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.

Journal: Bioscience, biotechnology, and biochemistry 20070701

Title: Comparative analysis of the catechol 2,3-dioxygenase gene locus in thermoacidophilic archaeon Sulfolobus solfataricus strain 98/2.

Journal: Biochemical and biophysical research communications 20070608

Title: Effect of feeding time on the performance of a sequencing batch reactor treating a mixture of 4-CP and 2,4-DCP.

Journal: Journal of environmental management 20070601

Title: [Cloning and expression of catA gene from Pseudomonas putida ND6 and study on the catechol cleavage pathway].

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica 20070601

Title: Degradation mechanisms of 4-chlorophenol in a novel gas-liquid hybrid discharge reactor by pulsed high voltage system with oxygen or nitrogen bubbling.

Journal: Chemosphere 20070301

Title: [A novel metabolism pathway for the biodegradation of chloroanilines].

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica 20070201

Title: The role of oxygen in the degradation of p-chlorophenol by Fenton system.

Journal: Journal of hazardous materials 20070102

Title: Degradation of clofibric acid in acidic aqueous medium by electro-Fenton and photoelectro-Fenton.

Journal: Chemosphere 20070101

Title: Electrochemical degradation of 4-chloroguaiacol for wastewater treatment using PbO2 anodes.

Journal: Journal of hazardous materials 20061201

Title: Directed evolution of a non-heme-iron-dependent extradiol catechol dioxygenase: identification of mutants with intradiol oxidative cleavage activity.

Journal: Chembiochem : a European journal of chemical biology 20061201

Title: Role of the intermediates in the degradation of phenolic compounds by Fenton-like process.

Journal: Journal of hazardous materials 20060825

Title: Crystal structure of 3-chlorocatechol 1,2-dioxygenase key enzyme of a new modified ortho-pathway from the Gram-positive Rhodococcus opacus 1CP grown on 2-chlorophenol.

Journal: Journal of molecular biology 20060721

Title: Sonolysis of 4-chlorophenol in aqueous solution: effects of substrate concentration, aqueous temperature and ultrasonic frequency.

Journal: Ultrasonics sonochemistry 20060701

Title: Degradation of 4-chlorophenol by a microwave assisted photocatalysis method.

Journal: Journal of hazardous materials 20050930

Title: Crystal structure of the hydroxyquinol 1,2-dioxygenase from Nocardioides simplex 3E, a key enzyme involved in polychlorinated aromatics biodegradation.

Journal: The Journal of biological chemistry 20050603

Title: Interaction of catechol and gallic acid with titanium dioxide in aqueous suspensions. 1. Equilibrium studies.

Journal: Langmuir : the ACS journal of surfaces and colloids 20050412

Title: Induction of cytotoxicity, aldehydic DNA lesions, and poly(ADP-ribose) polymerase-1 activation by catechol derivatives of pentachlorophenol in calf thymus DNA and in human breast cancer cells.

Journal: Chemical research in toxicology 20050201

Title: A linear megaplasmid, p1CP, carrying the genes for chlorocatechol catabolism of Rhodococcus opacus 1CP.

Journal: Microbiology (Reading, England) 20040901

Title: Crystal structure of 4-chlorocatechol 1,2-dioxygenase from the chlorophenol-utilizing gram-positive Rhodococcus opacus 1CP.

Journal: The Journal of biological chemistry 20040625

Title: Isolation and characterization of polycyclic aromatic hydrocarbons-degrading Sphingomonas sp. strain ZL5.

Journal: Biodegradation 20040601

Title: Construction of transformant reporters carrying fused genes using pcbC promoter of Pseudomonas sp DJ-12 for detection of aromatic pollutants.

Journal: Environmental monitoring and assessment 20040301

Title: Characterization of a soil-derived bacterial consortium degrading 4-chloroaniline.

Journal: Microbiology (Reading, England) 20031101

Title: Bacterial community structure and physiological state in a biofilm reactor degrading 4-chloroaniline.

Journal: Applied microbiology and biotechnology 20030901

Title: Optimization of catechol production by membrane-immobilized polyphenol oxidase: a modeling approach.

Journal: Biotechnology and bioengineering 20030705

Title: Characterization of a novel thermostable Mn(II)-dependent 2,3-dihydroxybiphenyl 1,2-dioxygenase from a polychlorinated biphenyl- and naphthalene-degrading Bacillus sp. JF8.

Journal: The Journal of biological chemistry 20030613

Title: Preliminary crystallographic analysis of 3-chlorocatechol 1,2-dioxygenase of a new modified ortho-pathway from the Gram-positive Rhodococcus opacus 1CP grown on 2-chlorophenol.

Journal: Acta crystallographica. Section D, Biological crystallography 20030101

Title: Novel insights into the interplay between peripheral reactions encoded by xyl genes and the chlorocatechol pathway encoded by tfd genes for the degradation of chlorobenzoates by Ralstonia eutropha JMP134.

Journal: Microbiology (Reading, England) 20021101

Title: Screening for basidiomycetous fungi capable of degrading 2,7-dichlorodibenzo-p-dioxin.

Journal: FEMS microbiology letters 20020806

Title: Photochemical behaviour of dichlorprop [(+/-)-2-(2,4-dichlorophenoxy)propanoic acid] in aqueous solution.

Journal: Pest management science 20020801

Title: Chloroplast-type ferredoxin involved in reactivation of catechol 2,3-dioxygenase from Pseudomonas sp. S 47.

Journal: Journal of biochemistry and molecular biology 20020731

Title: TfdD(II), one of the two chloromuconate cycloisomerases of Ralstonia eutropha JMP134 (pJP4), cannot efficiently convert 2-chloro- cis, cis-muconate to trans-dienelactone to allow growth on 3-chlorobenzoate.

Journal: Archives of microbiology 20020701

Title: Sequence analysis and molecular characterization of a nitrocatechol dioxygenase gene from Pseudomonas putida.

Journal: Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20020701

Title: Substrate-dependent autoaggregation of Pseudomonas putida CP1 during the degradation of mono-chlorophenols and phenol.

Journal: Journal of industrial microbiology & biotechnology 20020601

Title: 4-Chlorocatechol 1,2-dioxygenase from the chlorophenol-utilizing Gram-positive Rhodococcus opacus 1CP: crystallization and preliminary crystallographic analysis.

Journal: Acta crystallographica. Section D, Biological crystallography 20020601

Title: Accurate measurement of near-micromolar oxygen concentrations in aqueous solutions based on enzymatic extradiol cleavage of 4-chlorocatechol: applications to improved low-oxygen experimental systems and quantitative assessment of back diffusion of oxygen from the atmosphere.

Journal: Journal of biochemistry 20020401

Title: The chlorocatechol degradative genes, tfdT-CDEF, of Burkholderia sp. strain NK8 are involved in chlorobenzoate degradation and induced by chlorobenzoates and chlorocatechols.

Journal: Gene 20010502

Title: Enzymes of a new modified ortho-pathway utilizing 2-chlorophenol in Rhodococcus opacus 1CP.

Journal: Biochemistry. Biokhimiia 20010501

Title: Molecular mechanisms controlling the rate and specificity of catechol O-methylation by human soluble catechol O-methyltransferase.

Journal: Molecular pharmacology 20010201

Title: Acute toxicity of (chloro-)catechols and (chloro-)catechol-copper combinations in Escherichia coli corresponds to their membrane toxicity in vitro.

Journal: Environmental toxicology and chemistry 20010201

Title: The chlorobenzoate dioxygenase genes of Burkholderia sp. strain NK8 involved in the catabolism of chlorobenzoates.

Journal: Microbiology (Reading, England) 20010101

Title: Cloning and nucleotide sequence analysis of xylE gene responsible for meta-cleavage of 4-chlorocatechol from Pseudomonas sp. S-47.

Journal: Molecules and cells 20000831

Title: From xenobiotic to antibiotic, formation of protoanemonin from 4-chlorocatechol by enzymes of the 3-oxoadipate pathway.

Journal: The Journal of biological chemistry 19951208

Title: Dissimilation of 2,4-dichlorophenoxyacetic acid by Azotobacter chroococcum.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 19900601

Title: Microbial mineralization of ring-substituted anilines through an ortho-cleavage pathway.

Journal: Applied and environmental microbiology 19850801

Title: The purification and properties of 2,4-dichlorophenol hydroxylase from a strain of Acinetobacter species.

Journal: European journal of biochemistry 19820401

Title: Pankaj Kumar Arora, et al. Novel degradation pathway of 4-chloro-2-aminophenol via 4-chlorocatechol in Burkholderia sp. RKJ 800. Environ Sci Pollut Res Int. 2014 Feb;21(3):2298-2304.

Title: Raffaella Caglio, et al. Fine-tuning of catalytic properties of catechol 1,2-dioxygenase by active site tailoring. Chembiochem. 2009 Apr 17;10(6):1015-24.

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:2138-22-9 Molecular Formula|2138-22-9 MDL|2138-22-9 SMILES|2138-22-9 4-Chlorocatechol |Organic_Building_Blocks