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2-Nitrochlorobenzene

2-Nitrochlorobenzene Basic information
Product Name:2-Nitrochlorobenzene
Synonyms:2-cnb;2-Chloro-1-nitrobenzene;2-NITROCHLOROBENZENE;chloro-1nitro-2benzene;Chloro-o-nitrobenzene;Nitrochlorobenzene, o-;Nitrochlorobenzene, ortho;o-nitrochlorobenzene,[liquid]
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;Halogenated;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Agrochemical Intermediates;Benzene derivatives;Intermediates of Dyes and Pigments
Mol File:88-73-3.mol
2-Nitrochlorobenzene Structure
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)
Fp >230 °F
storage temp. Store below +30°C.
solubility alcohol: soluble
form Fused Crystalline Mass
color Yellow
PH6 (0.4g/l, H2O, 20℃)
explosive limit1.15-13.1%(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.
InChIKeyBFCFYVKQTRLZHA-UHFFFAOYSA-N
CAS DataBase Reference88-73-3(CAS DataBase Reference)
NIST Chemistry ReferenceBenzene, 1-chloro-2-nitro-(88-73-3)
IARC2B (Vol. 65, 123) 2020
EPA Substance Registry Systemo-Chloronitrobenzene (88-73-3)
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 Temperature500 °F
Hazard Note Toxic
TSCA Yes
HazardClass 6.1
PackingGroup II
HS Code 29049085
Hazardous Substances Data88-73-3(Hazardous Substances Data)
MSDS Information
ProviderLanguage
2-Nitrochlorobenzene English
SigmaAldrich English
ACROS English
ALFA English
2-Nitrochlorobenzene Usage And Synthesis
Chemical Propertiesyellow solid with a characteristic odour
Uses1-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.
UsesChemical intermediate in manufacture of dyes, picric acid, lumber preservatives, and diaminophenol hydrochloride (a photographic developer)
UsesIntermediate, especially for dyes.
DefinitionChEBI: 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.
Production MethodsNitration 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.
General DescriptionYellow crystals with an aromatic odor. Sinks in water.
Air & Water Reactions2-Nitrochlorobenzene may be sensitive to prolonged exposure to air and light. Insoluble in water.
Reactivity ProfileO-NITROCHLOROBENZENE is incompatible with strong bases and strong oxidizing agents. 2-Nitrochlorobenzene will react with ammonia.
HazardToxic by inhalation and ingestion. Combustible. Questionable carcinogen.
Health HazardINHALATION: 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 ExplosibilityNot classified
Safety ProfileSuspected 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 MethodsCrystallise it from EtOH, MeOH or pentane (charcoal). [Beilstein 5 IV 721.]
Tag:2-Nitrochlorobenzene(88-73-3) Related Product Information
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