U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C6H5ClO2
Molecular Weight 144.556
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-CHLOROCATECHOL

SMILES

OC1=CC=C(Cl)C=C1O

InChI

InChIKey=WWOBYPKUYODHDG-UHFFFAOYSA-N
InChI=1S/C6H5ClO2/c7-4-1-2-5(8)6(9)3-4/h1-3,8-9H

HIDE SMILES / InChI

Molecular Formula C6H5ClO2
Molecular Weight 144.556
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Consortia modulation of the stress response: proteomic analysis of single strain versus mixed culture.
2010-09
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.
2010-06
Proteome analysis of soybean leaves, hypocotyls and roots under salt stress.
2010-03-29
Identification of intermediates and assessment of ecotoxicity in the oxidation products generated during the ozonation of clofibric acid.
2009-12-30
Novel metal-binding site of Pseudomonas reinekei MT1 trans-dienelactone hydrolase.
2009-12-25
Cometabolic biodegradation of 4-chlorophenol by sequencing batch reactors at different temperatures.
2009-10
Catalytic properties of catechol 1,2-dioxygenase from Acinetobacter radioresistens S13 immobilized on nanosponges.
2009-09-07
Anatase vs. rutile efficiency on the photocatalytic degradation of clofibric acid under near UV to visible irradiation.
2009-05
Fine-tuning of catalytic properties of catechol 1,2-dioxygenase by active site tailoring.
2009-04-17
Potential of Penicillium species in the bioremediation field.
2009-04
Characterization of catechol derivative removal by lignin peroxidase in aqueous mixture.
2009-04
Fluorination of ZnWO4 photocatalyst and influence on the degradation mechanism for 4-chlorophenol.
2008-11-15
The cooperative electrochemical oxidation of chlorophenols in anode-cathode compartments.
2008-06-15
Pseudomonas aeruginosa strain RW41 mineralizes 4-chlorobenzenesulfonate, the major polar by-product from DDT manufacturing.
2008-06
Degradation of 4-fluorophenol by Arthrobacter sp. strain IF1.
2008-03
Investigation of the generation of hydroxyl radicals and their oxidative role in the presence of heterogeneous copper catalysts.
2007-10
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.
2007-07
Comparative analysis of the catechol 2,3-dioxygenase gene locus in thermoacidophilic archaeon Sulfolobus solfataricus strain 98/2.
2007-06-08
[Cloning and expression of catA gene from Pseudomonas putida ND6 and study on the catechol cleavage pathway].
2007-06
Effect of feeding time on the performance of a sequencing batch reactor treating a mixture of 4-CP and 2,4-DCP.
2007-06
Degradation mechanisms of 4-chlorophenol in a novel gas-liquid hybrid discharge reactor by pulsed high voltage system with oxygen or nitrogen bubbling.
2007-03
[A novel metabolism pathway for the biodegradation of chloroanilines].
2007-02
The role of oxygen in the degradation of p-chlorophenol by Fenton system.
2007-01-02
Degradation of clofibric acid in acidic aqueous medium by electro-Fenton and photoelectro-Fenton.
2007-01
Electrochemical degradation of 4-chloroguaiacol for wastewater treatment using PbO2 anodes.
2006-12-01
Directed evolution of a non-heme-iron-dependent extradiol catechol dioxygenase: identification of mutants with intradiol oxidative cleavage activity.
2006-12
Role of the intermediates in the degradation of phenolic compounds by Fenton-like process.
2006-08-25
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.
2006-07-21
Sonolysis of 4-chlorophenol in aqueous solution: effects of substrate concentration, aqueous temperature and ultrasonic frequency.
2006-07
Degradation of 4-chlorophenol by a microwave assisted photocatalysis method.
2005-09-30
Crystal structure of the hydroxyquinol 1,2-dioxygenase from Nocardioides simplex 3E, a key enzyme involved in polychlorinated aromatics biodegradation.
2005-06-03
Interaction of catechol and gallic acid with titanium dioxide in aqueous suspensions. 1. Equilibrium studies.
2005-04-12
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.
2005-02
A linear megaplasmid, p1CP, carrying the genes for chlorocatechol catabolism of Rhodococcus opacus 1CP.
2004-09
Crystal structure of 4-chlorocatechol 1,2-dioxygenase from the chlorophenol-utilizing gram-positive Rhodococcus opacus 1CP.
2004-06-25
Isolation and characterization of polycyclic aromatic hydrocarbons-degrading Sphingomonas sp. strain ZL5.
2004-06
Construction of transformant reporters carrying fused genes using pcbC promoter of Pseudomonas sp DJ-12 for detection of aromatic pollutants.
2004-03
Characterization of a soil-derived bacterial consortium degrading 4-chloroaniline.
2003-11
Bacterial community structure and physiological state in a biofilm reactor degrading 4-chloroaniline.
2003-09
Optimization of catechol production by membrane-immobilized polyphenol oxidase: a modeling approach.
2003-07-05
Characterization of a novel thermostable Mn(II)-dependent 2,3-dihydroxybiphenyl 1,2-dioxygenase from a polychlorinated biphenyl- and naphthalene-degrading Bacillus sp. JF8.
2003-06-13
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.
2003-01
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.
2002-11
Screening for basidiomycetous fungi capable of degrading 2,7-dichlorodibenzo-p-dioxin.
2002-08-06
Photochemical behaviour of dichlorprop [(+/-)-2-(2,4-dichlorophenoxy)propanoic acid] in aqueous solution.
2002-08
Chloroplast-type ferredoxin involved in reactivation of catechol 2,3-dioxygenase from Pseudomonas sp. S 47.
2002-07-31
Sequence analysis and molecular characterization of a nitrocatechol dioxygenase gene from Pseudomonas putida.
2002-07
Dissimilation of 2,4-dichlorophenoxyacetic acid by Azotobacter chroococcum.
1990-06
Microbial mineralization of ring-substituted anilines through an ortho-cleavage pathway.
1985-08
The purification and properties of 2,4-dichlorophenol hydroxylase from a strain of Acinetobacter species.
1982-04-01
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 21:46:15 GMT 2025
Edited
by admin
on Mon Mar 31 21:46:15 GMT 2025
Record UNII
I01EXU3P3J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
1,2-BENZENEDIOL, 4-CHLORO-
Preferred Name English
4-CHLOROCATECHOL
Systematic Name English
4-CHLORO-1,2-BENZENEDIOL
Systematic Name English
4-CHLORO-1,2-DIHYDROXYBENZENE
Systematic Name English
PYROCATECHOL, 4-CHLORO-
Systematic Name English
4-CHLOROPYROCATECHOL
Systematic Name English
Code System Code Type Description
FDA UNII
I01EXU3P3J
Created by admin on Mon Mar 31 21:46:15 GMT 2025 , Edited by admin on Mon Mar 31 21:46:15 GMT 2025
PRIMARY
EPA CompTox
DTXSID7022176
Created by admin on Mon Mar 31 21:46:15 GMT 2025 , Edited by admin on Mon Mar 31 21:46:15 GMT 2025
PRIMARY
CAS
2138-22-9
Created by admin on Mon Mar 31 21:46:15 GMT 2025 , Edited by admin on Mon Mar 31 21:46:15 GMT 2025
PRIMARY
PUBCHEM
16496
Created by admin on Mon Mar 31 21:46:15 GMT 2025 , Edited by admin on Mon Mar 31 21:46:15 GMT 2025
PRIMARY
ECHA (EC/EINECS)
218-381-9
Created by admin on Mon Mar 31 21:46:15 GMT 2025 , Edited by admin on Mon Mar 31 21:46:15 GMT 2025
PRIMARY
CHEBI
27772
Created by admin on Mon Mar 31 21:46:15 GMT 2025 , Edited by admin on Mon Mar 31 21:46:15 GMT 2025
PRIMARY