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Details

Stereochemistry ACHIRAL
Molecular Formula C6H4Cl2
Molecular Weight 147.002
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of o-Dichlorobenzene

SMILES

ClC1=C(Cl)C=CC=C1

InChI

InChIKey=RFFLAFLAYFXFSW-UHFFFAOYSA-N
InChI=1S/C6H4Cl2/c7-5-3-1-2-4-6(5)8/h1-4H

HIDE SMILES / InChI

Molecular Formula C6H4Cl2
Molecular Weight 147.002
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

1,2-Dichlorobenzene is a derivative of benzene, having two chlorines attached to adjacent carbon atoms. The major use of 1,2-dichlorobenzene is as an intermediate in the synthesis of several organic compounds (e.g. 3,4-dichloroaniline) and in the syntheses of the herbicides. It is used as an industrial solvent for toluene diisocyanate, an additive to degreasing agents, a heat exchange medium, a deodorant for garbage and sewage, an ingredient in paint removers, an engine cleaner and de-inking solvent, and a solvent and intermediate in dye manufacture 1,2-Dichlorobenzene is also used as an insecticide and a fumigant to control peach tree borers, bark beetles, grubs, and termites and to kill mites and other insects in poultry houses and animal sleeping quarters.

CNS Activity

Curator's Comment: Known to be CNS penetrant in rats. Human data not available.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Solubilization of DNAPLs by mixed surfactant: reduction in partitioning losses of nonionic surfactant.
2006-02
Optimizing phenylethylphosphonamidates for the inhibition of prostate-specific membrane antigen.
2006-01-01
Seven-minute synthesis of pure C(s)-C60Cl6 from [60]fullerene and iodine monochloride: first IR, Raman, and mass spectra of 99 mol % C60Cl6.
2005-09-05
Expeditious access to the most easily ionized closed-shell molecule, W2(hpp)4.
2005-08-10
On the [2,3] sigmatropic rearrangement of allylic nitro compounds.
2005-08-04
Tissue-dependent distribution and accumulation of chlorobenzenes by vegetables in urban area.
2005-08
Production of volatile compounds in cheese by Pseudomonas fragi strains of dairy origin.
2005-07
Reply to the comments by Coenraads and Tang 'Chloracne due to o-dichlorobenzene in a laboratory worker', Contact Dermatitis 2005: 52: 108.
2005-07
Small-angle neutron scattering and theoretical investigation of poly(ethylene oxide)-poly(propylene oxide)-poly(ethylene oxide) stabilized oil-in-water microemulsions.
2005-06-21
Adsorption of single-ring organic compounds to wood charcoals prepared under different thermochemical conditions.
2005-06-01
Detection of a novel reactive metabolite of diclofenac: evidence for CYP2C9-mediated bioactivation via arene oxides.
2005-06
Structural requirements for factor Xa inhibition by 3-oxybenzamides with neutral P1 substituents: combining X-ray crystallography, 3D-QSAR, and tailored scoring functions.
2005-05-05
Gas chromatography-mass spectrometry identification of photoproducts of hexahydroquinoline derivatives: potential calcium channel antagonists.
2005-05-05
Programmed hyperhelical supramolecular assembly of nickel phthalocyanine bearing enantiopure 1-(p-tolyl)ethylaminocarbonyl groups.
2005-04-26
Fluorinated nanodiamond as a wet chemistry precursor for diamond coatings covalently bonded to glass surface.
2005-03-23
Sorption kinetics of organic contaminants by sandy aquifer and its kerogen isolate.
2005-03-15
Quantification of aromatic and halogenated hydrocarbons and alcohol mixtures at the elemental, structural, and parent molecular ion level.
2005-03-15
Synthesis and biological evaluation of meperidine analogues at monoamine transporters.
2005-03-10
Chloracne due to o-dichlorobenzene in a laboratory worker.
2005-02
Partitioning of hydrophobic organic chemicals (HOC) into anionic and cationic surfactant-modified sorbents.
2005-02
Advanced oxidation degradation of dichlorobenzene in water by the UV/H2O2 process.
2005
Determination of the absolute configuration and solution conformation of the antifungal agents ketoconazole, itraconazole, and miconazole with vibrational circular dichroism.
2005
Identification of potential biomarkers of genotoxicity and carcinogenicity in L5178Y mouse lymphoma cells by cDNA microarray analysis.
2005
Photochemical organic oxidations and dechlorinations with a mu-oxo bridged heme/non-heme diiron complex.
2004-12-27
Studies on the encapsulation of diclofenac in small unilamellar liposomes of soya phosphatidylcholine.
2004-12-25
Superloading of tin ligands into rhodium and iridium carbonyl cluster complexes.
2004-11-29
Effects of competitor and natural organic matter characteristics on the equilibrium sorption of 1,2-dichlorobenzene in soil and shale.
2004-11-15
Snoring in primary school children and domestic environment: a Perth school based study.
2004-11-04
Analytical method for the quantitation of sertraline hydrochloride stereoisomers by electrokinetic chromatography.
2004-10-15
Formation of polychlorinated dibenzo-p-dioxins/dibenzofurans from soot of benzene and o-dichlorobenzene combustion.
2004-10-01
1,2-dichlorobenzene marine risk assessment with special reference to the OSPARCOM region: North Sea.
2004-10
Electrophilic aromatic substitution by the fluorofullerene C60F18.
2004-09-20
Biocatalytic synthesis of polycatechols from toxic aromatic compounds.
2004-09-15
Unexpected change in charge transfer behavior in a cobalt(II) porphyrin-fullerene conjugate that stabilizes radical ion pair states.
2004-08-25
Importance of adsorption (hole-filling) mechanism for hydrophobic organic contaminants on an aquifer kerogen isolate.
2004-08-15
Turbulence effects on volatilization rates of liquids and solutes.
2004-08-15
Formation of branched calixarene aggregates-a time-resolved static light scattering study.
2004-08-04
A Raman spectroscopic study of the diclofenac sodium-beta-cyclodextrin interaction.
2004-08
Cephalosporins with the dichlorophenyl group at C-7 position and pyrimidines at C-3 position exhibiting potent activity against gram-positive strains.
2004-07
Steady-state and transient-state performance of a biotrickling filter treating chlorobenzene-containing waste gas.
2004-07
Excavation of lead compounds that inhibit mast cell degranulation by combinatorial chemistry and activity-guided.
2004-05
Structure-activity comparison of YZ-069, a novel sigma ligand, and four analogs in receptor binding and behavioral studies.
2004-04
Polymer brushes on single-walled carbon nanotubes by atom transfer radical polymerization of n-butyl methacrylate.
2004-01-14
Analysis of BTEX and other substituted benzenes in water using headspace SPME-GC-FID: method validation.
2004-01
[Hygienic standards of the occupational air quality established by the Experts on Chemical Agents, 2002].
2004
Sidewall carboxylic acid functionalization of single-walled carbon nanotubes.
2003-12-10
Synthesis, comparative photosensitizing efficacy, human serum albumin (site II) binding ability, and intracellular localization characteristics of novel benzobacteriochlorins derived from vic-dihydroxybacteriochlorins.
2003-12-04
Two metal centers bridging two C60 cages as a wide passage for efficient interfullerene electronic interaction.
2003-11-19
Benzophenones in the higher triplet excited states.
2003-11
Bacterial community dynamics during biostimulation and bioaugmentation experiments aiming at chlorobenzene degradation in groundwater.
2003-08
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:53:29 GMT 2025
Edited
by admin
on Mon Mar 31 17:53:29 GMT 2025
Record UNII
6PJ93I88XL
Record Status Validated (UNII)
Record Version
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Name Type Language
o-Dichlorobenzene
MI  
Common Name English
ORTHODICHLOROBENZENE
MART.  
Preferred Name English
ORTHODICHLOROBENZENE [MART.]
Common Name English
ORTHO-DICHLOROBENZENE [HSDB]
Common Name English
O-DICHLOROBENZENE [MI]
Common Name English
1,2-DICHLOROBENZENE
Systematic Name English
ORTHO-DICHLOROBENZENE [IARC]
Common Name English
DICHLOROBENZENE, O-
Common Name English
NSC-60644
Code English
Classification Tree Code System Code
EPA PESTICIDE CODE 59401
Created by admin on Mon Mar 31 17:53:29 GMT 2025 , Edited by admin on Mon Mar 31 17:53:29 GMT 2025
Code System Code Type Description
CHEBI
35290
Created by admin on Mon Mar 31 17:53:29 GMT 2025 , Edited by admin on Mon Mar 31 17:53:29 GMT 2025
PRIMARY
SMS_ID
100000139979
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PRIMARY
MESH
C004726
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PRIMARY
HSDB
521
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PRIMARY
PUBCHEM
7239
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PRIMARY
DRUG BANK
DB13963
Created by admin on Mon Mar 31 17:53:29 GMT 2025 , Edited by admin on Mon Mar 31 17:53:29 GMT 2025
PRIMARY
ECHA (EC/EINECS)
202-425-9
Created by admin on Mon Mar 31 17:53:29 GMT 2025 , Edited by admin on Mon Mar 31 17:53:29 GMT 2025
PRIMARY
WIKIPEDIA
1,2-DICHLOROBENZENE
Created by admin on Mon Mar 31 17:53:29 GMT 2025 , Edited by admin on Mon Mar 31 17:53:29 GMT 2025
PRIMARY
ALANWOOD
o-dichlorobenzene
Created by admin on Mon Mar 31 17:53:29 GMT 2025 , Edited by admin on Mon Mar 31 17:53:29 GMT 2025
PRIMARY
MERCK INDEX
m4335
Created by admin on Mon Mar 31 17:53:29 GMT 2025 , Edited by admin on Mon Mar 31 17:53:29 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID6020430
Created by admin on Mon Mar 31 17:53:29 GMT 2025 , Edited by admin on Mon Mar 31 17:53:29 GMT 2025
PRIMARY
CAS
95-50-1
Created by admin on Mon Mar 31 17:53:29 GMT 2025 , Edited by admin on Mon Mar 31 17:53:29 GMT 2025
PRIMARY
FDA UNII
6PJ93I88XL
Created by admin on Mon Mar 31 17:53:29 GMT 2025 , Edited by admin on Mon Mar 31 17:53:29 GMT 2025
PRIMARY
NSC
60644
Created by admin on Mon Mar 31 17:53:29 GMT 2025 , Edited by admin on Mon Mar 31 17:53:29 GMT 2025
PRIMARY
EVMPD
SUB89004
Created by admin on Mon Mar 31 17:53:29 GMT 2025 , Edited by admin on Mon Mar 31 17:53:29 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY