| Identification | More | [Name]
m-Phenylenediamine | [CAS]
108-45-2 | [Synonyms]
1,3-BENZENEDIAMINE
1,3-DIAMINOBENZENE
1,3-PHENEYLENEDIAMINE
1,3-PHENYLENEDIAMINE
3-AMINOANILINE
3-PHENYLENE DIAMINE
META PHENYLENE DIAMINE
MPDA
M-PHENYLENEDIAMINE
1,3-benzendiamine
1,3-diamino-benzen
1,3-Di-aminobenzol
APCO 2330
apco2330
benzene,1,3-diamino-
benzene-1,3-diamine
C.I. 76025
C.I. Developer 11
c.i.76025
c.i.developer11 | [EINECS(EC#)]
203-584-7 | [Molecular Formula]
C6H8N2 | [MDL Number]
MFCD00007799 | [Molecular Weight]
108.14 | [MOL File]
108-45-2.mol |
| Chemical Properties | Back Directory | [Appearance]
m-Phenylenediamine is a colorless to white crystalline substance that turns red upon exposure to air | [Melting point ]
64-66 °C | [Boiling point ]
282-284 °C | [density ]
1,139 g/cm3 | [vapor density ]
3.7 (vs air)
| [vapor pressure ]
0.62 mm Hg ( 100 °C)
| [refractive index ]
1.6339 | [Fp ]
>230 °F
| [storage temp. ]
Store below +30°C. | [solubility ]
350g/l | [form ]
pellets
| [pka]
5.11, 2.50(at 20℃) | [color ]
Yellow to light tan or brown gray | [PH]
8 (100g/l, H2O, 20℃) | [Water Solubility ]
350 g/L (25 ºC) | [Sensitive ]
Air Sensitive | [Merck ]
14,7283 | [BRN ]
471357 | [Exposure limits]
ACGIH: TWA 0.1 mg/m3 | [InChIKey]
WZCQRUWWHSTZEM-UHFFFAOYSA-N | [LogP]
-0.39 at 20℃ | [CAS DataBase Reference]
108-45-2(CAS DataBase Reference) | [IARC]
3 (Vol. 16, Sup 7) 1987 | [NIST Chemistry Reference]
1,3-Benzenediamine(108-45-2) | [EPA Substance Registry System]
108-45-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T,N | [Risk Statements ]
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R36:Irritating to the eyes.
R43:May cause sensitization by skin contact.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R68:Possible risk of irreversible effects.
R40:Limited evidence of a carcinogenic effect. | [Safety Statements ]
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 1673 6.1/PG 3
| [WGK Germany ]
2
| [RTECS ]
SS7700000
| [F ]
8-10-23 | [Autoignition Temperature]
560 °C | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29215119 | [Safety Profile]
Suspected carcinogen with experimental tumorigenic and teratogenic data. Poison by ingestion, intravenous, subcutaneous, and intraperitoneal routes. Mildly toxic by skin contact. Mutation data reported. Combustible when exposed to heat or flame. A hair dye ingredtent. When heated to decomposition it emits toxic fumes of NOx. See also other phenylenediamine entries and AMINES. | [Hazardous Substances Data]
108-45-2(Hazardous Substances Data) | [Toxicity]
LD50 in rats (mg/kg): 650 orally; 283 i.p. (Burnett) |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Sulfuric acid-->1,4-DINITROBENZENE | [Preparation Products]
Resorcinol-->1,3-Dichlorobenzene-->Fluconazole-->Basic Orange 2-->N,N-Dimethyl-1,4-phenylenediamine-->1,3-Difluorobenzene-->2,4-Difluoroaniline-->N1-(3-Aminophenyl)acetamide-->disodium 3-[[4-[[4-amino-6(or 7)-sulphonatonaphthyl]azo]phenyl]azo]-6-[(2,4-diaminophenyl)azo]-4-hydroxynaphthalene-2-sulphonate-->Direct Black 19-->disodium 4-[[2,4-diamino-5-[(3-sulphonatophenyl)azo]phenyl]azo]-2-[[2,6-dihydroxy-3-[(4-nitrophenyl)azo]phenyl]azo]benzenesulphonate-->Disperse Red 74-->Direct Black 38-->DIRECT FAST BLACK G-->2 BASIC ORANGE 2-->Direct Blending Brown D-RS-->Direct Red Brown RN-->Reactive Brilliant Yellow M-7G-->Acid Black 234-->Acid Black 210-->disodium 4-[[5-(aminocarbonyl)-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl]azo]-6-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]benzene-1,3-disulphonate-->disodium 4-[[5-(aminocarbonyl)-1-ethyl-2-hydroxy-4-methyl-6-oxopiperidin-3-yl]azo]-6-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]benzene-1,3-disulphonate-->DIRECT BLACK 22-->Direct Black 166-->BismarkbrownG-->Basic Brown 1 |
| Hazard Information | Back Directory | [General Description]
Colorless or white colored needles that turn red or purple in air. Melting point 64-66 C. Density 1.14 g/cm3. Flash point 280 F. May irritate skin and eyes. Toxic by skin absorption, inhalation or ingestion. Used in aramid fiber manufacture, as a polymer additive, dye manufacturing, as a laboratory reagent, and in photography. | [Reactivity Profile]
1,3-PHENYLENEDIAMINE(108-45-2) an aromatic amine, neutralizes acids, acid chlorides, acid anhydrides and chloroformates in exothermic reactions to form salts. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Incompatible with oxidizing agents . | [Air & Water Reactions]
Soluble in water [Merck]. | [Potential Exposure]
Used in making various dyes; as a curing agent for epoxy resin; rubber, textile fibers; urethanes, corrosion inhibitors; adhesives; in photographic and analytical procedures and processes. | [Fire Hazard]
This chemical is combustible. Dust may form explosive mixtures in air | [First aid]
If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
| [Shipping]
UN1673 Phenylenediamines (o-, m-, p-), Hazard Class: 6.1; Labels: 6.1-Poisonous materials. | [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. | [Chemical Properties]
Grey crystal granule | [Chemical Properties]
m-Phenylenediamine is a colorless to white crystalline substance that turns red upon exposure to air | [Waste Disposal]
Controlled incineration whereby oxides of nitrogen are removed from the effluent gas by scrubber, catalytic or thermal device. | [Uses]
1,3-Phenylenediamine is used in the foaming-type hair dye composition. | [Uses]
The appearance of the high purity of the m-phenylenediamine is snow white flake solid used as a synthetic electronic grade polyimide material and epoxy resin curing agent. | [Definition]
ChEBI: 1,3-phenylenediamine is a phenylenediamine taht is benzene substituted at positions 1 and 3 with amino functions. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 102, p. 6182, 1980 DOI: 10.1021/ja00539a054
The Journal of Organic Chemistry, 37, p. 930, 1972 DOI: 10.1021/jo00972a002 | [Flammability and Explosibility]
Nonflammable | [Carcinogenicity]
"Occupational exposure to m-PDA may occur through
inhalation and dermal contact with this compound at workplace
where m-PDA is produced or used. The general population may be exposed to m-PDA via dermal contact
with consumer products containing this compound."An IARC Working
Group concluded, on the basis of lack of human data and
inadequate animal data, that m-PDA was not classifiable
(Group 3) as to its carcinogenicity to humans. | [Metabolic pathway]
By the perfused rat liver, 1,3-diaminobenzene (MPD)
is metabolized to three identified N-acetylated
derivatives N-acetyl-1,3-diaminobenzene, N,N'-
diacetyl-1,3-diaminobenzene, and N,N'-diacetyl-2,4-
diaminophenol which are identical to the metabolites
excreted in rat urine. | [Purification Methods]
Purify the diamine by distillation under a vacuum followed by recrystallisation from EtOH (rhombs) and if necessary redistillation. It should be protected from light; otherwise it darkens rapidly. [Neilson et al. J Chem Soc 371 1962, IR: Katritzky & Jones J Chem Soc 3674, 2058 1959, UV: Forbes & Leckie Can J Chem 36 1371 1958.] The hydrochloride has m 277-278o, and the bis-4-chlorobenzenesulfonyl derivative has m 220-221o from H2O (214-215o, from MeOH/H2O) [Runge & Pfeiffer Chem Ber 90 1737 1957]. The acetate has m 191o. [Beilstein 13 IV 79.] |
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