m-Phenylenediamine
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m-Phenylenediamine
structure -
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CAS No:
108-45-2
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Formula:
C6H8N2
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Chemical Name:
m-Phenylenediamine
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Synonyms:
1,3-Benzenediamine;m-Phenylenediamine;C.I. Developer 11;Developer C;Developer H;m-Diaminobenzene;Direct Brown BR;Developer M;1,3-Diaminobenzene;Direct Brown GG;m-Aminoaniline;1,3-Phenylenediamine;m-Benzenediamine;3-Aminoaniline;NSC 4776;1,3-Diaminophenylene;RT 30H;MPDA;Maleid F;KC 16765;1266121-34-9;1274866-89-5
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CAS No:
Description
Grey crystal granule m-Phenylenediamine is a colorless to white crystalline substance that turns red upon exposure to airColorless 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.
1,3-phenylenediamine appears as 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.|DryPowder; OtherSolid; PelletsLargeCrystals, Liquid|WHITE CRYSTALS. TURNS RED ON EXPOSURE TO AIR.|Colorless or white colored needles that turn red or purple in air.
1,3-phenylenediamine appears as 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.|1,3-phenylenediamine is a phenylenediamine taht is benzene substituted at positions 1 and 3 with amino functions.
m-Phenylenediamine Basic Attributes
108.14
108.14
471357
203-584-7
OE624J2447
1302
4776
1673
DTXSID4021137
WHITE CRYSTALS BECOMING RED ON EXPOSURE TO AIR|Colorless needles|RHOMBIC CRYSTALS FROM ALCOHOL|COLORLESS RHOMBIC NEEDLES|Dark oxidation products /are/ present in compound exposed to moist air.
29215119
Characteristics
52
-0.33
Yellow to light tan or brown gray pellets
1.14 g/cm3
62-63 °C
284-287 °C
>230 °F
1.6339
H2O: 350 g/L (25 ºC)
Store below +30°C.
0.62 mm Hg ( 100 °C)
3.7 (vs air)
Oral-rat LD50: 280 mg/kg; Oral-Mouse LD50: 67.7 mg/kg
Open flame is flammable; emit toxic aniline gas when heated
pKa = 4.98 at 25 °C (conjugate acid)|pKa1 = 2.65; pKa2 = 4.88 at 25 °C
DIPOLE MOMENT 1.79|Specific gravity = 1.07 at 58/4 °C
Soluble in water [Merck].
Amines, Aromatic
1,3-PHENYLENEDIAMINE 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 (NTP, 1992).
1040 °F (NTP, 1992)|560 °C
Safety Information
III
6.1
UN 1673 6.1/PG 3
2
23/24/25-36-43-50/53-68-40
28-36/37-45-60-61-28A
SS7700000
T,N
The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials
UNSTABLE IN AIR
P261-P273-P280-P301 + P310-P305 + P351 + P338-P311
H301 + H311 + H331-H317-H319-H341-H410
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.|Recommendable method: Incineration. Peer-review: (Peer-review conclusions of an IRPTC expert consultation (May 1985))
ITC/USEPA; Information Review #102 (Draft) m-Phenylenediamine (1979)|TRDB/USEPA; Technical Support Document (Draft) Phenylenediamines (1984)|NIOSH: Current Intelligence Bulletin 2,4-Diaminoanisole #19 (1978)|TSCA CHIPs present a preliminary assessment of 1,4-Benzenediamine's potential for injury to human health & the environment (available at EPA's TSCA Assistance Office: (202) 554-1404 or (800) 424-9065).|USEPA; PHENYLENEDIAMINES; RESPONSE TO INTERAGENCY TESTING COMMITTEE; FED REGIST 47(5) 973 (1982). EVIDENCE IS GIVEN SUPPORTING TESTING OF THE CLASS OF COMPOUNDS PHENYLENEDIAMINES FOR THEIR TOXIC EFFECTS ON HUMAN HEALTH AND THE ENVIRONMENT. THE RESULTS OF TOXICITY TESTING OF 22 COMPOUNDS ARE TABULATED AS ARE THE EFFECTS FOR WHICH TESTING IS BEING CONSIDERED FOR 13 COMPOUNDS, AND THE USES OR POTENTIAL USES OF 47 PHENYLENEDIAMINES.
This chemical is combustible. Dust may form explosive mixtures in air (NTP, 1992)|Combustible. Gives off irritating or toxic fumes (or gases) in a fire.
|Danger|H301: Toxic if swallowed [Danger Acute toxicity, oral]|P201, P202, P261, P264, P270, P271, P272, P273, P280, P281, P301+P310, P302+P352, P304+P340, P305+P351+P338, P308+P313, P311, P312, P321, P322, P330, P333+P313, P337+P313, P361, P363, P391, P403+P233, P405, and P501|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|Aggregated GHS information provided by 46 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Aggregated GHS information provided by 340 companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P201, P202, P260, P261, P264, P270, P272, P280, P281, P301+P310, P302+P352, P305+P351+P338, P307+P311, P308+P313, P312, P314, P321, P322, P330, P333+P313, P337+P313, P363, P405, and P501|P201, P202, P260, P261, P264, P270, P272, P280, P281, P301+P310, P302+P352, P305+P351+P338, P308+P313, P309+P311, P312, P314, P321, P322, P330, P332+P313, P333+P313, P337+P313, P362, P363, P405, and P501|P260, P261, P264, P270, P272, P273, P280, P301+P310, P302+P352, P305+P351+P338, P307+P311, P312, P314, P321, P322, P330, P333+P313, P337+P313, P363, P391, P405, and P501
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: SMALL FIRE: Dry chemical, CO2 or water spray. LARGE FIRE: Dry chemical, CO2, alcohol-resistant foam or water spray. Move containers from fire area if you can do it without risk. Dike fire-control water for later disposal; do not scatter the material. FIRE INVOLVING TANKS OR CAR/TRAILER LOADS: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. (ERG, 2016)|Use water spray, powder.
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2016)
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. (ERG, 2016)
FIRE POINT: 175 °C.|Combustible when exposed to heat or flame.
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Health: TOXIC; inhalation, ingestion, or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. /Phenylenediamines/|/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors, and sewers explosion hazards. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. /Phenylenediamines/|/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas. /Phenylenediamines/|/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Phenylenediamines/|For more DOT Emergency Guidelines (Complete) data for 1,3-BENZENEDIAMINE (8 total), please visit the HSDB record page.
No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.
STRONG IRRITANT TO SKIN. TOXIC BY ... INHALATION.
Personal protection: complete protective clothing including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.
Separated from strong oxidants and food and feedstuffs. Keep in the dark. Well closed.
A harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
The substance is irritating to the eyes and skin. The substance may cause effects on the kidneys and blood. This may result in renal failure and the formation of methaemoglobin. The effects may be delayed. Medical observation is indicated.
Repeated or prolonged contact may cause skin sensitization. The substance may have effects on the kidneys. This may result in renal failure.
NO open flames.
STRICT HYGIENE! IN ALL CASES CONSULT A DOCTOR!
Use local exhaust or breathing protection.
Protective gloves. Protective clothing.
Wear safety goggles, face shield or eye protection in combination with breathing protection.
Toxicity
highly
Paraoxon (diethyl-p-nitrophenylphosphate) is the toxic, but non-mutagenic metabolite of the organophosphorus ester insecticide parathion. ... A mutagenic synergy when paraoxon was incubated with plant activated m-phenylenediamine (mPDA) or with direct acting 2-acetoxyacetylaminofluorene ... and Salmonella typhimurium tester strains /was discovered/. ... /With/ non-toxic concn of plant activated mPDA and paraoxon a 10-fold incr in the mutant yield of S. typhimurium was observed. The mutagenicity of the plant activated mPDA product required that O-acetyltransferase (OAT) be expressed by the S. typhimurium tester strain. However, the paraoxon dependent mutagenic synergy was observed using the direct acting arylamine metabolite, 2AAAF, with strains YG1024, TA98 and TA98/1,8-DNP6 regardless of their OAT activity. This mutagenic synergy is dependent upon the presence of an activated acetylated form of the arylamine. The data presented here demonstrate that this mutagenic synergy is limited to paraoxon and not to the parent compound (parathion) or to a major metabolite of parathion (p-nitrophenol).
NOAEL rat 6 mg/kg|LD50 Rat oral 650 mg/kg|LD50 Rat ip 283 mg/kg
1,3-Benzenediamine is of anthropogenic origin and is not known to be produced by natural sources. (SRC)
1,3-Benzenediamine's production and use in the manufacture of dyes, as a rubber curing agent, in ion-exchange resins, decolorizing resins, formaldehyde condensates, resinous polyamides, block polymers, textile fibers, urethanes, petroleum additives, rubber chemicals, corrosion inhibitors, photography, as a reagent for gold and bromine(1), and as a component of hair-dye formulations(2) may result in its release to the environment through various waste streams(SRC).
TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 16(SRC), determined from a measured log Kow of -0.33(2) and a recommended regression-derived equation(3), indicates that 1,3-benzenediamine is expected to have very high mobility in soil(SRC). However, anilines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(4,5); therefore, mobility may be much lower in some soils(SRC). Volatilization of 1,3-benzenediamine is not expected to be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 1.3X10-9 atm-cu m/mole(SRC), from its extrapolated vapor pressure, 2.1X10-3 mm Hg(6), and measured water solubility, 2.4X10+5 mg/l(7). 1,3-Benzenediamine is not expected to volatilize from dry soil surfaces based on its extrapolated vapor pressure(6). Limited biodegradation data indicate 1,3-benzenediamine may be resistant to biodegradation in soil; soil microflora did not cleave the benzene ring of 1,3-benzenediamine in 64 days(8).|AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 16(SRC), determined from a measured log Kow of -0.33(2) and a recommended regression-derived equation(3), indicates that 1,3-benzenediamine is not expected to adsorb to suspended solids and sediment in water(SRC). However, aromatic amines are recognized as having a strong affinity to organic carbon, suggesting that this compound may bind strongly to suspended organic material in water(4,5). 1,3-Benzenediamine is not expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 1.3X10-9 atm-cu m/mole(SRC), derived from its extrapolated vapor pressure, 2.1X10-3 mm Hg(6), and measured water solubility, 2.4X10+5 mg/l(7). 1,3-Benzenediamine may exist partially in the ionized form at environmental pH's based on pKa values of 2.65 and 4.88 at 25 °C(8). Volatilization of the ionized form is not expected to be an important fate process(SRC). According to a classification scheme(9), BCF values of 1.3 to 4.6 and <1.6 to 24 measured for 1,3-benzenediamine in carp at 2 and 0.2 mg/l, respectively(10), suggest that bioconcentration in aquatic organisms is low(SRC). 1,3-Benzenediamine in the water column may be susceptible to significant photooxidation via hydroxyl and peroxy radicals; half-lives for these photooxidations may be on the order of 19-30 sunlight hours(11). Aqueous screening studies indicate 1,3-benzenediamine may be susceptible to microbial degradation(SRC); 60% degradation was observed after 5 days using an acclimated activated sludge inoculum(12). 1,3-Benzenediamine was reported to be toxic to 3 unacclimated sludges at concns greater than 50 ppm(13).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,3-benzenediamine, which has an extrapolated vapor pressure of 2.1X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1,3-benzenediamine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 1.9 hours(3,SRC). 1,3-Benzenediamine absorbs light in the environmental spectrum(4), which suggests a potential for direct photolysis in the environment(SRC).
The rate constant for the vapor-phase reaction of 1,3-benzenediamine with photochemically-produced hydroxyl radicals has been estimated as 2.0X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 1.9 hours at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1,SRC). 1,3-Benzenediamine is not expected to undergo hydrolysis in the environment due to the lack of functional groups to hydrolyze(2). As a class, aromatic amines react relatively rapidly in sunlit natural water via reaction with photochemically produced hydroxyl radicals and peroxy radicals(3); typical half-lives for peroxy radical and hydroxyl radical reactions are on the order of 19 and 30 sunlight hours, respectively(3). 1,3-Benzenediamine absorbs light in the environmental spectra(4), which suggests a potential for direct photolysis in the environment(SRC). Aromatic amines are sensitive to oxidation and crystals of 1,3-benzenediamine turn red on exposure to air(5).
6.46|An estimated BCF value of 0.33 was calculated for 1,3-benzenediamine(SRC), using an estimated log Kow of -0.33(1) and a recommended regression-derived equation(2). BCF values of 1.3 to 4.6 and <1.6 to 24 were measured for 1,3-benzenediamine in carp at 2 and 0.2 mg/l, respectively(3). According to a classification scheme(4), these BCF values suggest that bioconcentration in aquatic organisms is low(SRC).
The Koc of 1,3-benzenediamine is estimated as approximately 16(SRC), using a measured log Kow of -0.33(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that 1,3-benzenediamine is expected to have very high mobility in soil(SRC). However, anilines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(4,5); therefore, mobility may be much lower in some soils(SRC).
The Henry's Law constant for 1,3-benzenediamine is estimated as 1.3X10-9 atm-cu m/mole(SRC) from its extrapolated vapor pressure, 2.1X10-3 mm Hg(1), and water solubility, 2.4X10+5 mg/l(2). This value indicates that 1,3-benzenediamine will be essentially nonvolatile from water surfaces(3,SRC). 1,3-Benzenediamine's Henry's Law constant(1,2,SRC) indicates that volatilization from moist soil surfaces is not expected to occur(SRC). 1,3-Benzenediamine is not expected to volatilize from dry soil surfaces(SRC) based on its extrapolated vapor pressure(1). 1,3-Benzenediamine may exist partially in the ionized form at environmental pH's based on pKa values of 2.65 and 4.88 at 25 °C(4). Volatilization of the ionized form is not expected to be an important fate process(SRC).
DRINKING WATER: 1,3-Benzenediamine was detected in drinking water from an unspecified location(1).
NIOSH (NOES Survey 1981-1983) has statistically estimated that 29,424 workers (24,818 of these are female) are potentially exposed to 1,3-benzenediamine in the US(1). Occupational exposure to 1,3-benzenediamine may occur through inhalation and dermal contact with this compound at workplaces where 1,3-benzenediamine is produced or used(SRC). The general population may be exposed to 1,3-benzenediamine via dermal contact with consumer products containing this compound(SRC).
Drug Information
The absorption of m-phenylenediamine ... through dog skin, was studied by determining its concentration in the blood. ... After the gel containing 1.5 g of m-phenylendiamine had been applied to the skin, the m-phenylenediamine concentration in the blood rose quickly. In one hour, it approached the level which was maintained through /to/ the last hour of the dermal contact. ... Three hours after the m-phenylenediamine had been washed off the skin, no detectable concentration was found in the blood.|After the /dog abdominal/ skin was washed, m-phenylenediamine concentration in the blood was observed to decline more rapidly than was the case with p-phenylenediamine and 2,5-diaminotoluene.|META-PHENYLENEDIAMINE IS EXCRETED RAPIDLY, UNCHANGED, WITH LITTLE ABSORPTION.|. Groups of seven male Wistar rats were dermally exposed for 24 hr to 556 mumol (14)C-meta-phenylenediamine (MPD; 1,3-diaminobenzene) in either aqueous solution (Group 2) or 4% hydrogen peroxide (Group 3). The percutaneous absorption and the amount of non-excreted radioactivity were significantly higher in Group 2 rats. Radioactivity associated with DNA purified from the liver and kidneys was demonstrated. Urine was the principal route of excretion, especially in Group 2 rats. Rats in Group 3 excreted significantly more MPD in the faeces than did Group 2 rats. Urinary excretion of material that constituted two of the peaks in the high-performance liquid chromatogram demonstrated first-order elimination kinetics. ...
m-Phenylenediamine is metabolized in the liver ... as well as being excreted unchanged in the urine.|Groups of seven male Wistar rats were dermally exposed for 24 hr to 556 mumol (14)C-meta-phenylenediamine (MPD; 1,3-diaminobenzene) in either aqueous solution (Group 2) or 4% hydrogen peroxide (Group 3). ... Three N-acetylated metabolites (N-acetyl-1,3-diaminobenzene, N,N'-diacetyl-2,4-diaminophenol and N,N-diacetyl-1,3-diaminobenzene) accounted for 49 and 37% of the urinary excretion of group 2 and 3 rats, respectively, indicating that such metabolites represent important pathways in the metabolism of MPD. Minor exception of at least one highly hydrophilic, unidentified metabolite of MPD was demonstrated. ...
In all experiments concerning the absorption of m-phenylenediamine through the skin, increases in ferrihemoglobin (methemoglobin) concentration of various degrees were observed. ... The delay of the ferrihemoglobin formation /indicates that/ a transformation of the m-phenylenediamine is necessary for ferrihemoglobin formation. ... 6 mg of m-phenylenediamine/kg injected intravenously, ... took more than two hours before the formation of ferrihemoglobin had attained its maximum speed.
m-Phenylenediamine: purity 99.5% minimum /with the following constituents:/ water-insoluble matter, 0.1% maximum; moisture content, 0.1% maximum; moisture content, 0.1% maximum; dinitrobenzene, 0.1% maximum; p-Phenylenediamine, 500 mg/kg maximum; o-Phenylenediamine, 200 mg/kg maximum.|In Japan, m-phenylenediamine is available with a minimum purity of 98.5%. ... Dinitrobenzene and phenylenediamine isomers are /found/ as impurities.
SYMPTOMS: Symptoms of exposure to this chemical may include skin sensitization reactions, eye irritation and injury, skin irritation, dermatitis, blackened skin and bronchial asthma. Other symptoms may include allergic skin reactions, irritation of the mucous membranes, nose, throat and lungs, coughing, burning sensation, runny nose, sore throat, methemoglobinemia, cyanosis, headache, dizziness, drowsiness, mental confusion, pulmonary edema, kidney and liver damage, central nervous system effects and conjunctivitis. Eye contact may cause discomfort, tearing, blurring of vision, reddening, partial clouding of the cornea and swelling of the eye and surrounding tissue. Dysuria and eosinophiluria may also occur. Exposure may also result in respiratory tract irritation. ACUTE/CHRONIC HAZARDS: This compound is harmful if inhaled, swallowed or absorbed through the skin. It causes irritation of the eyes, skin, mucous membrane and respiratory tract. When heated to decomposition, this compound emits irritating and/or toxic gases and fumes of carbon monoxide, carbon dioxide and oxides of nitrogen. (NTP, 1992)
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
Fresh air, rest. Refer for medical attention.
Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
For immediate first aid: Ensure that adequate decontamination has been carried out. If victim is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep victim quiet and maintain normal body temperature. Obtain medical attention. /Organic bases, amines, and related compounds/|For basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... Monitor for shock and treat if necessary ... Anticipate seizures and treat if necessary ... For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... Cover skin burns with sterile dressings after decontamination ... . /Organic bases, amines, and related compounds/
WORKERS ... EXAMINED. ... AGES RANGED FROM 30-50 YR, & DURATION OF POTENTIAL EXPOSURE WAS 5-10 YR. SOME ... COMPLAINED OF DYSURIA. ... THEY DISPLAYED EOSINOPHILURIA ... CYSTOSCOPY DEMONSTRATED EDEMA OF MUCOSA, POLYPOUS SWELLINGS & INFILTRATION OF AREA OF TRIANGLE & CERVIX OF URINARY BLADDER ...|EFFECTS OBSERVED IN PROFESSIONALLY EXPOSED PERSONS (1-2 UG/L) WERE HYPERREFLEXIA, HYPOREFLEXIA, ANISOREFLEXIA, SKIN HYPERESTHESIA, & PATHOLOGICAL CHANGES IN KIDNEYS & LIVER.|The p-form is more toxic and a stronger irritant than the o- and m-isomers.|Suspected carcinogen with experimental tumorigenic and teratogenic data. Poison by ingestion, intravenous, subcutaneous, and intraperitoneal routes. Mildly toxic by skin contact. Mutation data reported.|The promutagenic arylamines, m-phenylenediamine (mPDA) and 2-aminofluorene (2-AF), were evaluated for their genotoxicity in ... in human lymphocytes. ...These agents were assayed with and without TXlMX plant activation mix. ... Using the alkaline single cell gel/Comet assay, both mPDA and 2-AF directly induced DNA damage in human lymphocytes. This effect was reduced when the human cells were treated with the arylamine plus TXlMX. ... However, at concentrations over 80 microM, 2-AF was toxic to lymphocytes. This toxic response was eliminated by incubation with TXlMX. ... mPDA and 2-AF plant activated products had a reduced genotoxic potency in human lymphocytes.
1,3-diaminobenzene
The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.
Blue lips, fingernails and skin. Confusion. Convulsions. Dizziness. Headache. Nausea. Unconsciousness.
MAY BE ABSORBED! Redness. Further see Inhalation.
Redness. Pain.
m-Phenylenediamine Use and Manufacturing
Nitrobenzene is nitrified by mixed acid to form a mixture of m-, o-, and p-dinitrobenzene, and then refined with sodium sulfite and liquid alkali to obtain m-dinitrobenzene, and then reduced with iron powder or hydrogenated to obtain m-phenylenediamine. Raw material consumption quota: 1400kg/t for nitrobenzene, 787kg/t for nitric acid, 780kg/t for sulfuric acid (98%), and 3083kg/t for iron powder.
Mainly used as dye intermediates and epoxy curing agents; intermediates of azo dyes and azine dyes, mainly used to produce direct sun-fast black RN, alkaline orange, basic brown G, direct sun-fast black G and other dyes , And used as fur dyes. In Japan, m-phenylenediamine consumed by azo dyes accounts for 90% of total consumption. It is also used as a curing agent for epoxy resin, a coagulant for cement, and used in hair dyes, mordants, and developer. Used as analytical reagent, resin curing agent and polymerization inhibitor, also used in the synthesis of dyes; spectrophotometric determination of nitrite, verification of bromate, bromide, chromate, ozone, gold, copper, dichromate, Iron, oxygen and platinum, determination of active chlorine, chromium, iridium, nitrite and palladium.
Dyes
10,000,000 - 50,000,000 lb|(1977) AT LEAST 4.54X10+7 GRAMS|(1983) < 20,000,000 lb (estimate)|Production figures for m-phenylenediamine are not available. ... From an analysis of two of its principle uses ... infer that production for the 1976-1977 time period could have been as high as 6 million pounds.
GRADES: TECHNICAL; 99% MIN PURITY.
All other basic organic chemical manufacturing|1,3-Benzenediamine: ACTIVE
. A RAPID COLORIMETRIC METHOD DETERMINING META-PHENYLENEDIAMINE IN AIR REVEALED A SENSITIVITY OF O.6 UG M-PHENYLENEDIAMINE IN SAMPLE VOL.|METHOD TO DETERMINE PRESENCE OF M-PHENYLENEDIAMINE IN WATER IS BY THIN-LAYER CHROMATOGRAPHY.|Ultra-violet spectrophotometry has been used to analyze ... /m-phenylenediamine/ in air by aspiration through ethanol and absorbance measurement.|Paper chromatography, using six different solvent systems and fifteen spray reagents and ultra-violet light, has been used to separate m-phenylenediamine from other aminobenzene derivatives.|For more Analytic Laboratory Methods (Complete) data for 1,3-BENZENEDIAMINE (10 total), please visit the HSDB record page.
Aromatic primary amines or compounds yielding them on reduction or hydrolysis can be detected by their color reaction at /a/ pH /of/ 3 with and N-substituted p-aminophenols. ... Sample preparations from tablets ... blood, and urine are described. Beer's law limits, molar absorptivities, and standard deviations are tabulated for 40 pharmaceuticals. ... /Aromatic primary amines/
Computed Properties
Molecular Weight:108.14
XLogP3:-0.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:108.068748264
Monoisotopic Mass:108.068748264
Topological Polar Surface Area:52
Heavy Atom Count:8
Complexity:64.9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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