o-Phenylenediamine
- CAS No.
- 95-54-5
- Chemical Name:
- o-Phenylenediamine
- Synonyms
- benzene-1,2-diamine;OPDA;Phenylenediamine;OPD;1,2-PHENYLENEDIAMINE;1,2-DIAMINOBENZENE;orthamine;1,2-BENZENEDIAMINE;ORTHO-TOLUENEDIAMINE;ORTHOPHENYLENEDIAMINE
- CBNumber:
- CB9854699
- Molecular Formula:
- C6H8N2
- Molecular Weight:
- 108.14
- MOL File:
- 95-54-5.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/21 22:41:43
| Melting point | 100-102 °C |
|---|---|
| Boiling point | 256-258 °C |
| Density | 1,27 g/cm3 |
| vapor density | 3.7 (vs air) |
| vapor pressure | 0.01 mm Hg ( 25 °C) |
| refractive index | 1.6339 (estimate) |
| Flash point | 110°C |
| storage temp. | 2-8°C |
| solubility | H2O: 1 tablet/10 mL, clear, colorless |
| form | tablet |
| Colour Index | 76010 |
| pka | 4.46(at 25℃) |
| color | white to off-white |
| PH Range | Green Q uorescence (3.1) to nonQ uorescence (4.4) |
| PH | 7-8 (50g/l, H2O, 20℃) |
| explosive limit | 1.5%(V) |
| Water Solubility | <0.1 g/100 mL at 20 ºC |
| Sensitive | Air & Light Sensitive |
| Merck | 14,7284 |
| BRN | 606074 |
| Exposure limits | TLV-TWA 0.1 mg/m3; carcinogenicity: A2- Suspected Human Carcinogen (ACGIH 1989). |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Major Application | bottom antireflective coatings, semiconductor devices, hair dyes, detecting antibody, substrate for horseantibody, glucose, streptomycin, penicillin, sulfonamide, neuroglobin, substrate for horseradish peroxidase |
| LogP | 0.12-0.17 at 20-25℃ and pH7-8 |
| CAS DataBase Reference | 95-54-5(CAS DataBase Reference) |
| IARC | 2B (Vol. 123) 2020 |
| NIST Chemistry Reference | 1,2-Benzenediamine(95-54-5) |
| EPA Substance Registry System | 1,2-Phenylenediamine (95-54-5) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS06,GHS08,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H301-H317-H319-H341-H351-H410 | |||||||||
| Precautionary statements | P202-P273-P280-P301+P310-P302+P352-P305+P351+P338 | |||||||||
| Hazard Codes | T,N | |||||||||
| Risk Statements | 20/21-25-36-40-43-50/53-68 | |||||||||
| Safety Statements | 28-36/37-45-60-61-1/2 | |||||||||
| RIDADR | UN 1673 6.1/PG 3 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | SS7875000 | |||||||||
| F | 8-10-23 | |||||||||
| Autoignition Temperature | 540 °C | |||||||||
| TSCA | Yes | |||||||||
| HazardClass | 6.1 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29215119 | |||||||||
| Toxicity | LD50 in rats (mg/kg): 1070 orally; 516 i.p., C. Burnett et al., J. Toxicol. Environ. Health 2, 657 (1977) | |||||||||
| NFPA 704 |
|
o-Phenylenediamine price More Price(29)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | P9029 | o-Phenylenediamine Peroxidase substrate, ≥98.0%, powder | 95-54-5 | 50G | ₹21509.28 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | P9029 | o-Phenylenediamine Peroxidase substrate, ≥98.0%, powder | 95-54-5 | 100G | ₹35841.58 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | P5412 | o-Phenylenediamine tablet, 20 mg substrate per tablet | 95-54-5 | 50TABLETS | ₹24670.18 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | P23938 | o-Phenylenediamine flaked, 99.5% | 95-54-5 | 5G | ₹2035.1 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | P23938 | o-Phenylenediamine flaked, 99.5% | 95-54-5 | 50G | ₹2543.88 | 2022-06-14 | Buy |
o-Phenylenediamine Chemical Properties,Uses,Production
Chemical Properties
o-Phenylenediamine is a white to brownish crystalline substance that turns red upon exposure to air.
Uses
o-Phenylenediamine is an amino substituted benzene used in the manufacture of dyes. Potential use in sensitive immunosensor for cancer biomarker.Environmental toxin on US EPA Toxic Release Inventory list (TRI) list.
Definition
ChEBI: A phenylenediamine in which the two amino groups are ortho to each other.
General Description
Colorless monoclinic crystals if pure; technical grade brownish-yellow crystals or a sandy brown solid. Used in manufacture of dyes, photography, organic synthesis.
Air & Water Reactions
Soluble in water [Hawley]. Melting point 219 F. Flash point 277 F. Toxic by skin absorption, inhalation or ingestion. Even as a solid will spot downwind area brown/purple (Roger Patrick, DuPont Engineer).
Reactivity Profile
o-Phenylenediamine a weak aromatic amine base neutralizes acids in exothermic reactions to form salts. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Darkens on exposure to air (Roger Patrick, DuPont Engineer).
Health Hazard
The toxic effects of m-phenylenediamineare similar to its ortho- and para-isomers.The toxic symptoms were tremor, excite ment, convulsions, and cyanosis, and col lapse at fatal dose. Other symptoms includeddecreased blood pressure and pulse rate.Chronic toxic effects resulting from the oralapplication of an aqueous solution of thiscompound were increase in liver and to alesser extent, kidney weights. No carcinogenicity was observed in test animals. Thecompound was excreted rapidly, unchanged.
LD50 value, oral (rats): 650 mg/kg.
Fire Hazard
Flash point data for o-Phenylenediamine are not available. o-Phenylenediamine is probably combustible.
Safety Profile
Confirmed carcinogen. Poison by ingestion and intraperitoneal routes. Moderately toxic by subcutaneous route. Mildly toxic by skin contact. Mutation data reported. A pesticide and pharmaceutical. When heated to decomposition it emits toxic fumes of NOx. See also other phenylenediamine entries and AMINES
Potential Exposure
Used as an intermediate in the making of dyes; pesticides, pharmaceuticals, and rubber chemicals; in making fungicides and other chemicals; in photographic and analytical procedures and processes
Carcinogenicity
o-PDA (dihydrochloride) induced hepatocellular carcinomas during an 18-month feeding study in male Charles River CD rats given diets containing 2000 or 4000 ppm of the chemical (female rats not used in this study). No significant carcinogenic effects were observed in male and female CD-1 mice given higher doses (6872 or 13,743 ppm) of the compound.
Shipping
UN1673 Phenylenediamines (o-, m-, p-), Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
Purification Methods
Crystallise the diamine from aqueous 1% sodium hydrosulfite (charcoal), wash it with ice-water and dry it in a vacuum desiccator, or sublime it in vacuo. It has been purified by recrystallisation from toluene and zone refined [Anson et al. J Am Chem Soc 108 6593 1986]. Purification by refluxing a CH2Cl2 solution containing charcoal is also carried out followed by evaporation and recrystallisation [Koola & Kochi J Org Chem 52 4545 1987], protect from light. The acetate has m 186o. [Beilstein 13 IV 38.]
Incompatibilities
Dust may form explosive mixture with air. 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, acid chlorides; acid anhydrides; chloroformates. Heat and light contribute to instability. Keep away from metals; 1,2-PHENYLENEDIAMINE a weak aromatic amine base neutralizes acids in exothermic reactions to form salts. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Darkens on exposure to air (Roger Patrick, DuPont Engineer).
Waste Disposal
Controlled incineration whereby oxides of nitrogen are removed from the effluent gas by scrubber, catalytic or thermal device.
o-Phenylenediamine Preparation Products And Raw materials
Raw materials
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| Kolor Jet Chemical Pvt., Ltd. | 91-22-28826803 | Maharashtra, India | 60 | 58 | Inquiry |
| Finornic Chemicals (India) Pvt. Ltd. | 91-2646-250177 | Gujarat, India | 6 | 58 | Inquiry |
| Rumit International (part of Rumit Group of Companies) | 91-22-61418100 | Maharashtra, India | 75 | 58 | Inquiry |
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