4-Chloro-o-phenylenediamine

4-Chloro-o-phenylenediamine Basic information
Product Name:4-Chloro-o-phenylenediamine
Synonyms:4-CHLORO-PHENYLENE-1,2-DIAMINE;4-CHLORO-O-PHENYLENEDIAMINE;4-CHLORO-BENZENE-1,2-DIAMINE;4-CHLORO-1,2-PHENYLENEDIAMINE;3,4-DIAMINOCHLOROBENZENE;TIMTEC-BB SBB008908;4-CHLORO-1 2-DIAMINOBENZENE 97%;4-CHLOROPHENYLENEDIAMINE
CAS:95-83-0
MF:C6H7ClN2
MW:142.59
EINECS:202-456-8
Product Categories:bc0001
Mol File:95-83-0.mol
4-Chloro-o-phenylenediamine Structure
4-Chloro-o-phenylenediamine Chemical Properties
Melting point 70-73 °C(lit.)
Boiling point 232.49°C (rough estimate)
density 1.2124 (rough estimate)
refractive index 1.4877 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka3.52±0.10(Predicted)
color White to off-white
Water Solubility 16 g/L (20 ºC)
BRN 508472
Stability:Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKeyBXIXXXYDDJVHDL-UHFFFAOYSA-N
CAS DataBase Reference95-83-0(CAS DataBase Reference)
IARC2B (Vol. 27, Sup 7) 1987
NIST Chemistry Reference1,2-Benzenediamine, 4-chloro-(95-83-0)
EPA Substance Registry System4-Chloro-1,2-phenylenediamine (95-83-0)
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38-40
Safety Statements 26-36/37
RIDADR 2811
WGK Germany 3
RTECS SS8850000
8
Hazard Note Irritant
TSCA Yes
HS Code 29215900
Hazardous Substances Data95-83-0(Hazardous Substances Data)
MSDS Information
ProviderLanguage
3,4-Diaminochlorobenzene English
SigmaAldrich English
ACROS English
ALFA English
4-Chloro-o-phenylenediamine Usage And Synthesis
Chemical Properties4-Chloro-o-phenylenediamine is a brown crystalline powder or leaflets from water; freezing/melting point 67-73°C; also reported in lit. @ 76°C. Slightly soluble in water. soluble in benzene, very soluble in ethanol, ether.
Uses4-Chloro-o-phenylenediamine can be used as an oxidation base for dye preparation, as a chemical intermediate to produce 5-chlorobenzotriazole, as a curing agent for epoxy resins, as a reagent in gas chromatography, and to synthesize experimental pharmaceuticals. It has been used as a chemical intermediate in dye production and was patented as a hair-dye component, but there is no evidence that it is currently used in the United States for these purposes (IARC 1982, HSDB 2009).
DefinitionChEBI: 4-Chloro-ortho-phenylenediamine is a member of monochlorobenzenes. Undergoes cyclizations and cyclocondensations to form benzimidazoles.
Production MethodsCommercial production of 4-chloro-o-PDA in the United States was first reported in 1941. About 0.45–4.5 thousand kg was produced by a U.S. company in 1977. It was also produced by one company in the Federal Republic of Germany. This compound has been patented as a hair dye component, fur dyes, inks, and hair coloring formulations, and is believed to be used to produce 5-chlorobenzotriazole, an isomer of which is a photographic chemical.
The primary routes of potential human exposure to 4- chloro-o-PDA are inhalation and dermal contact during its production. Consumer exposure may occur from use of hair dyes or products made from 5-chlorobenzotriazole.
General Description4-chloro-o-phenylenediamine appears as brown crystalline solid or powder. (NTP, 1992)
Air & Water Reactions4-Chloro-1,2-diaminobenzene may be sensitive to prolonged exposure to air and light. Insoluble in water.
Reactivity Profile4-Chloro-1,2-diaminobenzene is incompatible with strong oxidizers. 4-Chloro-1,2-diaminobenzene reacts with alpha-ketoacids to form quinoxalones.
Fire HazardFlash point data for 4-Chloro-1,2-diaminobenzene are not available. 4-Chloro-1,2-diaminobenzene is probably combustible.
Safety ProfileConfirmed carcinogen with experimental carcinogenic and neoplastigenic data. Human mutation data reported. When heated to decomposition it emits toxic fumes of Cland NOx. See also AROMATIC AMINES.
Potential ExposureThis organochlorine material has been patented as a hair dye component. It is believed to be used in production of photographic chemicals. In varying degrees, organochlorines are absorbed from the gut and also by the lung and across the skin.
Carcinogenicity4-Chloro-o-phenylenediamine is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity fromstudies in experimental animals.
ShippingUN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN3143 Dyes, solid, toxic, n.o.s. or Dye intermediates, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.
Purification MethodsRecrystallise the diamine from pet. ether. [Beilstein 13 IV 68.]
IncompatibilitiesIncompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Light sensitive. It reacts with alpha-ketoacids to form quinoxalones or benzopyrazines.
Waste DisposalDisposal of unused product must be undertaken by qualified personnel who are knowledgeable in all applicable regulations and follow all pertinent safety precautions including the use of appropriate protective equipment. For proper handling and disposal, always comply with federal, state, and local regulations.
4-Bromo-1,2-benzenediamine 1-CHLORO-2,5-DIAMINOBENZENE SULFATE,2-CHLORO-1,4-DIAMINOBENZENE SULFATE,2-CHLORO-1,4-DIAMINOBENZENE SULPHATE,2-chloro-1,4-diaminobenzene monosulfate 2-Chloro-1,4-benzenediamine hydrochloride Tetrachloroterephthalonitrile 2,6-DICHLORO-1,4-PHENYLENEDIAMINE 3,5-diaminochlorobenzne 2-CHLORO-1,4-DIAMINOBENZENE Sodium salt of 2-(2-hydroxy-5-nitro-3-sulfophenylazo)-4-chloro-1,5-diaminobenzene 4-Chloro-1,3-diaminobenzene,1-Chloro-2,4-Diaminobenzene 2,5-Dichlorobenzene-1,4-diamine 5-CHLORO-2-NITRODIPHENYLAMINE 5-Chloro-1,3-diaminobenzene 4,5-Dichloro-1,2-benzenediamine p-Dichlorobenzene NSC47608 4-Chlorobenzene-1,2-diamine dihydrochloride ,97% MORDANT BROWN 48 Isobutyl 3,5-diamino-4-chloro benzoate

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