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| | 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 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 | | pka | 3.52±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. | | InChIKey | BXIXXXYDDJVHDL-UHFFFAOYSA-N | | CAS DataBase Reference | 95-83-0(CAS DataBase Reference) | | IARC | 2B (Vol. 27, Sup 7) 1987 | | NIST Chemistry Reference | 1,2-Benzenediamine, 4-chloro-(95-83-0) | | EPA Substance Registry System | 4-Chloro-1,2-phenylenediamine (95-83-0) |
| | 4-Chloro-o-phenylenediamine Usage And Synthesis |
| Chemical Properties | 4-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. | | Uses | 4-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). | | Definition | ChEBI: 4-Chloro-ortho-phenylenediamine is a member of monochlorobenzenes. Undergoes cyclizations and cyclocondensations to form benzimidazoles. | | Production Methods | Commercial 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 Description | 4-chloro-o-phenylenediamine appears as brown crystalline solid or powder. (NTP, 1992) | | Air & Water Reactions | 4-Chloro-1,2-diaminobenzene may be sensitive to prolonged exposure to air and light. Insoluble in water. | | Reactivity Profile | 4-Chloro-1,2-diaminobenzene is incompatible with strong oxidizers. 4-Chloro-1,2-diaminobenzene reacts with alpha-ketoacids to form quinoxalones. | | Fire Hazard | Flash point data for 4-Chloro-1,2-diaminobenzene are not available. 4-Chloro-1,2-diaminobenzene is probably combustible. | | Safety Profile | Confirmed 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 Exposure | This 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. | | Carcinogenicity | 4-Chloro-o-phenylenediamine is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity fromstudies in experimental animals. | | Shipping | UN2811 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 Methods | Recrystallise the diamine from pet. ether. [Beilstein 13 IV 68.] | | Incompatibilities | Incompatible 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 Disposal | Disposal 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-Chloro-o-phenylenediamine Preparation Products And Raw materials |
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