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Details

Stereochemistry ACHIRAL
Molecular Formula C6H5Cl
Molecular Weight 112.557
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CHLOROBENZENE

SMILES

ClC1=CC=CC=C1

InChI

InChIKey=MVPPADPHJFYWMZ-UHFFFAOYSA-N
InChI=1S/C6H5Cl/c7-6-4-2-1-3-5-6/h1-5H

HIDE SMILES / InChI

Molecular Formula C6H5Cl
Molecular Weight 112.557
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Chlorobenzene (MCB), C6H5Cl, is a colourless, volatile, water-insoluble, flammable liquid with a penetrating smell of almonds. Chlorobenzene belongs to the family of organic halogen compounds, which is a large class of natural and synthetic chemicals that contain one or more halogens (fluorine, chlorine, bromine, or iodine) combined with carbon and other elements. Chlorobenzene has been made from the chlorination of benzene since 1868. It has been manufactured industrially since the early 20 C. In the past, cholorobenzene was used to make phenol and DDT. Today, it is still used to produce pesticidesandchemicals used to prevent or kill unwanted pests. Chlorobenzene is also used as a high-boiling solvent in the manufacture of adhesives, paints, paint removers, polishes, dyes, and drugs. Human exposure to chlorobenzene appears to be primarily occupational. In urban areas, chlorobenzene may be released to the ambient air during its manufacture and use. Chronic exposure of humans to chlorobenzene affects the CNS. Signs of neurotoxicity include numbness,cyanosis, hyperesthesia (increased sensation), and muscle spasms. Headaches and irritation of the mucosa of the upper respiratory tract and eyes have also been reported in humans chronically exposed via inhalation. The CNS, liver, and kidneys have been affected in animals chronically exposed to chlorobenzene byinhalation. Chronic ingestion of chlorobenzene has resulted in damage to the kidneys and liver in animals. EPA has calculated a provisional Reference Concentration (RfC) of 0.02 milligrams per cubic meter (mg/m3) for chlorobenzene based on kidney and liver effects in rats. The Reference Dose (RfD) for chlorobenzene is 0.02 milligrams per kilogram body weight per day(mg/kg/d) based on histopathologic changes in the liver in dogs. EPA has medium confidence in the study on which the RfD was based because it provided both a no-observed-adverse-effect level (NOAEL) and a lowest-observed-adverse-effect level (LOAEL) andincorporated several biochemical and biological endpoints; medium confidence in the database becauseseveral subchronic, chronic, developmental, and reproductive toxicity studies provide supportive data, butthey did not give a complete assessment of toxicity; and, consequently, medium confidence in the RfD.

Approval Year

PubMed

PubMed

TitleDatePubMed
Adequate model complexity for scenario analysis of VOC stripping in a trickling filter.
2001
A measuring method of chlorobenzenes as a convenient substitute index of dioxins in stack gas from waste incineration facilities.
2001
Cationic aluminum alkyl complexes incorporating aminotroponiminate ligands.
2001 Aug 29
Enhanced in vivo IgE production and T cell polarization toward the type 2 phenotype in association with indoor exposure to VOC: results of the LARS study.
2001 Dec
Modeling the removal of VOC mixtures in biotrickling filters.
2001 Feb 20
Hazardous air pollutants formation from reactions of raw meal organics in cement kilns.
2001 Feb-Mar
Time-resolved total internal reflection fluorometry study on polarity at a liquid/liquid interface.
2001 Jun 1
A procedure for production of adapted bacteria to degrade chlorinated aromatics.
2001 Jun 29
Hydration to benzo-15-crown-5, benzo-18-crown-6 and the benzo-18-crown-6-potassium ion complex in the low-polar organic solvents.
2001 Mar
Radiolytic and thermal dechlorination of organic chlorides adsorbed on molecular sieve 13X.
2001 May 15
Polymorphs and pseudopolymorphs of N,N'-dithiobisphthalimide.
2002 Apr
Ferredoxin-mediated reactivation of the chlorocatechol 2,3-dioxygenase from Pseudomonas putida GJ31.
2002 Apr
Structure of the deoxymyoglobin model [Fe(TPP)(2-MeHIm)] reveals unusual porphyrin core distortions.
2002 Apr 22
A pi-stacking terthiophene-based quinodimethane is an n-channel conductor in a thin film transistor.
2002 Apr 24
Microbial diversity in an in situ reactor system treating monochlorobenzene contaminated groundwater as revealed by 16S ribosomal DNA analysis.
2002 Aug
Synthesis of adenosylcobinamide 2-chlorophenyl phosphate, a zwitterionic cobinamide phosphate analog of adenosylcobalamin en route to crystallizable cobinamides.
2002 Aug 15
Microbial enantioselective ester hydrolysis for the preparation of optically active 4,1-benzoxazepine-3-acetic acid derivatives as squalene synthase inhibitors.
2002 Jan
[Oxidative degradation of chlorinated hydrocarbons under anaerobic conditions].
2002 Jul
Coordination and oxidative addition at a low-coordinate rhodium(I) beta-diiminate centre.
2002 Mar 15
The first fullerene-metal sandwich complex: an unusually strong electronic communication between two C(60) cages.
2002 Mar 27
Kinetics and mechanisms of ultrasonic degradation of volatile chlorinated aromatics in aqueous solutions.
2002 Nov
Fiber introduction mass spectrometry: fully direct coupling of solid-phase microextraction with mass spectrometry.
2002 Nov 1
Using different types of capillary chromatographic columns as denudation traps: a comparison of sorption properties.
2002 Nov 15
Hydrogenolysis of chlorobenzene, dichlorobenzenes and chlorotoluenes by in situ generated and gaseous hydrogen in alkaline media and the presence of Pd/C catalyst.
2002 Sep
Charging and deforming the pybox ligand: enantiomerically pure double helices and their interconversion.
2002 Sep 16
Gaseous contaminant emissions as affected by burning scrap tires in cement manufacturing.
2002 Sep-Oct
Evaluation of organics leaching from solidified/stabilized hazardous wastes using a powder reactivated carbon additive.
2003 Apr
Groundwater pollution and remediation options for multi-source contaminated aquifers (Bitterfeld/Wolfen, Germany).
2003 Apr 11
Kinetic study of the gas-phase hydrogenation of aromatic and aliphatic organochlorinated compounds using a Pd/Al2O3 catalyst.
2003 Feb 28
Membrane introduction mass spectrometry for monitoring complexation equilibria of beta-cyclodextrin with substituted benzenes.
2003 Jan
A novel biphasic extractive membrane bioreactor for minimization of membrane-attached biofilms.
2003 Jul 5
[Advanced electrochemical oxidation process for treatment of biorefractory wastewater containing typical aromatic compounds].
2003 Mar
[Experimental study on the treatment of organic wastewater containing chlorobenzene by using an EGSB reactor].
2003 Mar
Evolution of a chlorobenzene degradative pathway among bacteria in a contaminated groundwater mediated by a genomic island in Ralstonia.
2003 Mar
A national survey of persistent, bioaccumulative, and toxic (PBT) pollutants in the United States milk supply.
2003 May
Effects of FeS on the transformation kinetics of gamma-hexachlorcyclohexane.
2003 May 1
Time-gated pulsed glow discharge: real-time chemical speciation at the elemental, structural, and molecular level for gas chromatography time-of-flight mass spectrometry.
2003 May 1
Patents

Sample Use Guides

Hepatotoxicity of bromobenzene (2 mmole/kg) in combination with toluene or chlorobenzene (4 mmole/kg each) were studied in vivo on the basis of GPT elevation and histological examinations. Both toluene and chlorobenzene suppressed bromobenzene hepatotoxicity 24 hr after the treatment, and chlorobenzene dramatically potentiated the toxicity at 48 hr. The glutathione level became lower at 12 hr and recovered at 24 hr when bromobenzene was given alone. The recovery delayed until 48 hr when chlorobenzene was coadministered.
Route of Administration: Unknown
In Vitro Use Guide
In experiments in vitro with microsomes from phenobarbital-pretreated rats, both toluene and chlorobenzene at 0.6 mM inhibited p-bromophenol formation noncompetitively but had no effect on o-isomer formation.
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:58:40 GMT 2023
Edited
by admin
on Fri Dec 15 18:58:40 GMT 2023
Record UNII
K18102WN1G
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CHLOROBENZENE
HSDB   MI  
Systematic Name English
CHLOROBENZENE [HSDB]
Common Name English
MONOCHLORBENZENE
Common Name English
NSC-8433
Code English
TETROSIN SP
Common Name English
CHLOROBENZENE [USP-RS]
Common Name English
PHENYL CHLORIDE
Systematic Name English
CHLOROBENZENE [MI]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 56504
Created by admin on Fri Dec 15 18:58:40 GMT 2023 , Edited by admin on Fri Dec 15 18:58:40 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID4020298
Created by admin on Fri Dec 15 18:58:40 GMT 2023 , Edited by admin on Fri Dec 15 18:58:40 GMT 2023
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RS_ITEM_NUM
1601361
Created by admin on Fri Dec 15 18:58:40 GMT 2023 , Edited by admin on Fri Dec 15 18:58:40 GMT 2023
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WIKIPEDIA
CHLOROBENZENE
Created by admin on Fri Dec 15 18:58:40 GMT 2023 , Edited by admin on Fri Dec 15 18:58:40 GMT 2023
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MESH
C031294
Created by admin on Fri Dec 15 18:58:40 GMT 2023 , Edited by admin on Fri Dec 15 18:58:40 GMT 2023
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NSC
8433
Created by admin on Fri Dec 15 18:58:40 GMT 2023 , Edited by admin on Fri Dec 15 18:58:40 GMT 2023
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FDA UNII
K18102WN1G
Created by admin on Fri Dec 15 18:58:40 GMT 2023 , Edited by admin on Fri Dec 15 18:58:40 GMT 2023
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SMS_ID
100000172091
Created by admin on Fri Dec 15 18:58:40 GMT 2023 , Edited by admin on Fri Dec 15 18:58:40 GMT 2023
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ECHA (EC/EINECS)
203-628-5
Created by admin on Fri Dec 15 18:58:40 GMT 2023 , Edited by admin on Fri Dec 15 18:58:40 GMT 2023
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CAS
108-90-7
Created by admin on Fri Dec 15 18:58:40 GMT 2023 , Edited by admin on Fri Dec 15 18:58:40 GMT 2023
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MERCK INDEX
m3392
Created by admin on Fri Dec 15 18:58:40 GMT 2023 , Edited by admin on Fri Dec 15 18:58:40 GMT 2023
PRIMARY Merck Index
PUBCHEM
7964
Created by admin on Fri Dec 15 18:58:40 GMT 2023 , Edited by admin on Fri Dec 15 18:58:40 GMT 2023
PRIMARY
CHEBI
28097
Created by admin on Fri Dec 15 18:58:40 GMT 2023 , Edited by admin on Fri Dec 15 18:58:40 GMT 2023
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HSDB
55
Created by admin on Fri Dec 15 18:58:40 GMT 2023 , Edited by admin on Fri Dec 15 18:58:40 GMT 2023
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