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ChemicalBook > Product Catalog >Organic Chemistry >Hydrocarbons and derivatives >Hydrocarbon nitrification >1-Chloro-3-nitrobenzene

1-Chloro-3-nitrobenzene

1-Chloro-3-nitrobenzene Basic information
Product Name:1-Chloro-3-nitrobenzene
Synonyms:3-Chloro-1-nitrobenzene;Benzene,1-chloro-3-nitro-;Chloro-m-nitrobenzene;Metachloronitrobenzene;m-nitrochlorobenzene(1-chloro-3-nitrobenzene);Nitrochlorobenzene, meta-;1-chloro-3-nitro-benzen;3-NITROCHLOROBENZENE
CAS:121-73-3
MF:C6H4ClNO2
MW:157.55
EINECS:204-496-1
Product Categories:Benzene derivates;Agrochemical Intermediates;Intermediates of Dyes and Pigments;Alpha Sort;Analytical Standards;AromaticsVolatiles/ Semivolatiles;C;CAlphabetic;CHChemical Class;Chemical Class;ChloroAnalytical Standards;Halogenated;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks
Mol File:121-73-3.mol
1-Chloro-3-nitrobenzene Structure
1-Chloro-3-nitrobenzene Chemical Properties
Melting point 43-47 °C(lit.)
Boiling point 236 °C(lit.)
density 1.534 g/mL at 25 °C(lit.)
vapor pressure 1.9Pa at 25℃
refractive index 1.5545 (estimate)
Fp 218 °F
storage temp. Store below +30°C.
solubility alcohol: freely soluble (hot)(lit.)
form powder to lump to clear liquid
color White or Colorless to Yellow
PH7 (0.26g/l, H2O, 20℃)
Water Solubility INSOLUBLE
Merck 14,2151
BRN 1907947
Stability:Stable. Incompatible with strong oxidizing agents, strong acids, strong reducing agents.
LogP2.49
CAS DataBase Reference121-73-3(CAS DataBase Reference)
NIST Chemistry ReferenceBenzene, 1-chloro-3-nitro-(121-73-3)
EPA Substance Registry Systemm-Chloronitrobenzene (121-73-3)
Safety Information
Hazard Codes Xn,N,T
Risk Statements 22-50/53-23/24/25
Safety Statements 22-24/25-60-61-45-38-36/37/39-28A
RIDADR UN 1578 6.1/PG 2
WGK Germany 2
RTECS CZ0940000
Autoignition Temperature500 °F
TSCA Yes
HazardClass 6.1
PackingGroup II
HS Code 29049085
Hazardous Substances Data121-73-3(Hazardous Substances Data)
Toxicitymouse,LD50,oral,380mg/kg (380mg/kg),Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(8), Pg. 50, 1981.
MSDS Information
ProviderLanguage
1-Chloro-3-nitrobenzene English
SigmaAldrich English
ACROS English
ALFA English
1-Chloro-3-nitrobenzene Usage And Synthesis
Chemical PropertiesMoist tan or pale yellow crystalline solid
UsesIntermediate for dyes. 1-Chloro-3-nitrobenzene was used in the preparation of aromatic azo compounds using gold (Au) nanoparticles supported on TiO2 as a catalyst. It was also used as surrogate standard to evaluate the removal of 2,4-dinitrotoluene from contaminated soils using enhanced electrokinetic remediation.
DefinitionChEBI: 1-chloro-3-nitrobenzene is a C-nitro compound that is nitrobenzene in which one of the meta- hydrogens has been replaced by chlorine. It is a C-nitro compound and a member of monochlorobenzenes.
Production Methodsm-Chloronitrobenzene is of lesser economic importance than its ortho- and para-isomers, with no U.S. production reported. The annual production in Germany was reported to be on the order of 1000–3000 metric tons. It has limited use in the manufacturing of dyes and agricultural chemicals.
There is no information on potential exposure. Chloronitrobenzene has been detected in the surface water of the Rhine River with concentrations between 20 and 500 ng/L and in fish at levels of up to 1 mg/kg.
General DescriptionPale yellow crystals. Insoluble in water.
Air & Water ReactionsInsoluble in water.
Reactivity Profile3-Nitrochlorobenzene can react with oxidizing materials. .
HazardToxic by inhalation and ingestion. Combustible. Questionable carcinogen.
Fire HazardFlash point data for 3-Nitrochlorobenzene are not available. 3-Nitrochlorobenzene is probably combustible.
Flammability and ExplosibilityNot classified
Safety ProfilePoison by ingestion and inhalation. It forms methemoglobin in the body and gves rise to cyanosis and blood changes. Its effects are cumulative and analogous to those of nitrobenzene. The para compound is thought to be somewhat less toxic than the ortho compound. Chemically, it is probably converted in the body to chloroaniline, whch is also poisonous. In industry, it is the dust of hs material that is most often the source of intoxication. Flammable liquid and dangerous fire hazard when exposed to heat or flame. It can react with oxidizing materials. When heated to decomposition it emits toxic fumes of Cl-, NOx, and phosgene. See also other chloronitrobenzene entries and NITRO COMPOUNDS of AROMATIC HYDROCARBONS.
Synthesis1-Chloro-3-nitrobenzene was synthesised from 4-chloro-2-nitro-benzoic acid by adding copper iodide, triethylamine and dimethyl sulfoxide in the presence of inert gas using the Schlenk technique.
1-Chloro-3-nitrobenzene synthesis
Purification MethodsCrystallise the nitrobenzene from MeOH or 95% EtOH (charcoal), then pentane. [Beilstein 5 IV 722.]
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