Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  Organic Chemistry >  Hydrocarbons and derivatives >  Hydrocarbon nitrification >  2-Nitrochlorobenzene

2-Nitrochlorobenzene

Basic information Safety Supplier Related

2-Nitrochlorobenzene Basic information

Product Name:
2-Nitrochlorobenzene
Synonyms:
  • 1-CHLORO-2-NITROBENZENE
  • 2-cnb
  • 2-CHLORONITROBENZENE
  • 2-Chloro-1-nitrobenzene
  • 2-NITROCHLOROBENZENE
  • chloro-1nitro-2benzene
  • Chloro-o-nitrobenzene
  • Nitrochlorobenzene, o-
CAS:
88-73-3
MF:
C6H4ClNO2
MW:
157.55
EINECS:
201-854-9
Product Categories:
  • alkyl chloride| nitro-compound
  • Building Blocks
  • Chemical Synthesis
  • Nitro Compounds
  • Nitrogen Compounds
  • Organic Building Blocks
  • Alpha Sort
  • Analytical Standards
  • AromaticsVolatiles/ Semivolatiles
  • C
  • CAlphabetic
  • CHChemical Class
  • Chemical Class
  • ChloroAnalytical Standards
  • Intermediates of Dyes and Pigments
  • Benzene derivatives
  • Halogenated
  • Nitro Compounds
  • Nitrogen Compounds
  • Organic Building Blocks
  • Agrochemical Intermediates
Mol File:
88-73-3.mol
More
Less

2-Nitrochlorobenzene Chemical Properties

Melting point:
31-33 °C (lit.)
Boiling point:
246 °C (lit.)
Density 
1.348 g/mL at 25 °C (lit.)
vapor density 
5.4 (vs air)
vapor pressure 
0.04 mm Hg ( 25 °C)
refractive index 
1.5520 (estimate)
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
alcohol: soluble
form 
Fused Crystalline Mass
color 
Yellow
PH
6 (0.4g/l, H2O, 20℃)
explosive limit
1.15-13.1%(V)
Water Solubility 
0.43 g/L (20 ºC)
Merck 
14,2151
BRN 
509273
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents, reducing agents, strong bases, alkali metals.
InChIKey
BFCFYVKQTRLZHA-UHFFFAOYSA-N
CAS DataBase Reference
88-73-3(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 1-chloro-2-nitro-(88-73-3)
IARC
2B (Vol. 65, 123) 2020
EPA Substance Registry System
o-Chloronitrobenzene (88-73-3)
More
Less

Safety Information

Hazard Codes 
T
Risk Statements 
22-24-52-53-52/53
Safety Statements 
36/37/39-45-60-38-28A
RIDADR 
UN 1578 6.1/PG 2
WGK Germany 
2
RTECS 
CZ0875000
Autoignition Temperature
500 °F
Hazard Note 
Toxic
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
II
HS Code 
29049085
Hazardous Substances Data
88-73-3(Hazardous Substances Data)

MSDS

More
Less

2-Nitrochlorobenzene Usage And Synthesis

Chemical Properties

yellow solid with a characteristic odour

Uses

Chemical intermediate in manufacture of dyes, picric acid, lumber preservatives, and diaminophenol hydrochloride (a photographic developer)

Uses

1-Chloro-2-nitrobenzene was used in the synthesis of 1-hydroxybenzotriazole derivatives. It is important as a precursor to other compounds due to the two reactive sites present on the molecule.

Uses

Intermediate, especially for dyes.

Production Methods

Nitration of chlorobenzene with mixed acid (30/56/14) typically gives an isomer mix in 98 % yield consisting of 34 – 36 % 2-Nitrochlorobenzene, 63 – 65 % 4- chloronitrobenzene, and only ca. 1 % 3- chloronitrobenzene. The ortho – para ratio of about 0.55 is in sharp contrast to the 1.6 obtained with nitrotoluene isomers. As with the nitration of toluene, much work has been done on isomer control so that the producer might have some flexibility towards the balance of isomer demand. Although no major change in ratio has been achieved, the situation is better for nitrochlorobenzene than nitrotoluenes, because the favored isomer is in much greater demand. In further contrast to the nitration of toluene, the nitration of chlorobenzene in the presence of phosphoric acid decreases the proportion of 4-Nitrochlorobenzene, and the use of phosphoric acid in the presence of a transition-metal catalyst is said to increase the ortho – para ratio to ca. 0.8.

Definition

ChEBI: 1-chloro-2-nitrobenzene is a C-nitro compound that is nitrobenzene in which one of the ortho- hydrogens has been replaced by chlorine. It is a C-nitro compound and a member of monochlorobenzenes.

General Description

Yellow crystals with an aromatic odor. Sinks in water.

Air & Water Reactions

2-Nitrochlorobenzene may be sensitive to prolonged exposure to air and light. Insoluble in water.

Reactivity Profile

O-NITROCHLOROBENZENE is incompatible with strong bases and strong oxidizing agents. 2-Nitrochlorobenzene will react with ammonia.

Hazard

Toxic by inhalation and ingestion. Combustible. Questionable carcinogen.

Health Hazard

INHALATION: Headache, languour, anemia. Irritation of nose and throat, cyanosis, shallow respiration, convulsions, and coma. EYES: Irritation. SKIN: Irritation. INGESTION: Forms methemoglobin giving rise to cyanosis and blood changes.

Flammability and Explosibility

Not classified

Safety Profile

Suspected carcinogen with experimental carcinogenic and neoplastigenic data. Poison by ingestion, skin contact, and probably inhalation. Combustible when exposed to heat or flame. To fight fire, use water, foam. Potentially explosive reaction with ammonia at 160℃/30 bar. When heated to decomposition it emits toxic fumes of Cl-, NOx, and phosgene. See also other chloronitrobenzene entries and NITRO COMPOUNDS of AROMATIC HYDROCARBONS.

Purification Methods

Crystallise it from EtOH, MeOH or pentane (charcoal). [Beilstein 5 IV 721.]

2-NitrochlorobenzeneSupplier

BEST-REAGENT
Tel
400-1166-196 18981987031
Email
cdhxsj@163.com
Chengdu HuaXia Chemical Reagent Co. Ltd
Tel
400-1166-196 13458535857
Email
cdhxsj@163.com
Chengdu Dianchun Technology Co., Ltd
Tel
400-1166-196 18502815961
Email
cdhxsj@163.com