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1-Chloro-3-nitrobenzene

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1-Chloro-3-nitrobenzene Basic information

Product Name:
1-Chloro-3-nitrobenzene
Synonyms:
  • 1-chloronitrobenzene
  • 1-nitro-3-chlorobenzene
  • 3-Chloro-1-nitrobenzene
  • Benzene,1-chloro-3-nitro-
  • Chloro-m-nitrobenzene
  • Metachloronitrobenzene
  • m-nitrochlorobenzene(1-chloro-3-nitrobenzene)
  • Nitrochlorobenzene, meta-
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
  • Nitro Compounds
  • Nitrogen Compounds
  • C
  • CAlphabetic
  • CHChemical Class
  • Chemical Class
  • ChloroAnalytical Standards
  • Halogenated
  • Organic Building Blocks
Mol File:
121-73-3.mol
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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)
Flash point:
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
PH
7 (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.
LogP
2.49
CAS DataBase Reference
121-73-3(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 1-chloro-3-nitro-(121-73-3)
EPA Substance Registry System
m-Chloronitrobenzene (121-73-3)
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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 Temperature
500 °F
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
II
HS Code 
29049085
Hazardous Substances Data
121-73-3(Hazardous Substances Data)
Toxicity
mouse,LD50,oral,380mg/kg (380mg/kg),Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(8), Pg. 50, 1981.

MSDS

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1-Chloro-3-nitrobenzene Usage And Synthesis

Chemical Properties

Moist tan or pale yellow crystalline solid

Uses

Intermediate 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.

Production Methods

m-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.

Definition

ChEBI: 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.

General Description

Pale yellow crystals. Insoluble in water.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

3-Nitrochlorobenzene can react with oxidizing materials. .

Hazard

Toxic by inhalation and ingestion. Combustible. Questionable carcinogen.

Fire Hazard

Flash point data for 3-Nitrochlorobenzene are not available. 3-Nitrochlorobenzene is probably combustible.

Flammability and Explosibility

Not classified

Safety Profile

Poison 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.

Synthesis

1-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.

Purification Methods

Crystallise the nitrobenzene from MeOH or 95% EtOH (charcoal), then pentane. [Beilstein 5 IV 722.]

1-Chloro-3-nitrobenzene Preparation Products And Raw materials

Preparation Products

Raw materials

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