
M-Phenylenediamine
1,3-phenylenediamine is a phenylenediamine taht is benzene substituted at positions 1 and 3 with amino functions. — ChEBI
- IUPAC name
- benzene-1,3-diamine
- Molecular formula
- C6H8N2
- Molecular weight
- 108.14 g/mol
- Exact mass
- 108.068748264 Da
- XLogP3
- -0.3
- Topological polar surface area
- 52.0 Ų
- Hydrogen-bond donors
- 2
- Hydrogen-bond acceptors
- 2
- Covalent units
- 1
- Defined stereocentres
- 0
Also known as
16 more reported names
External database identifiers
- ChEBI:CHEBI:8092
- ChEMBL:CHEMBL1595914
- EPA DTXSID:DTXSID4021137
- PubMed:22699336
- PubMed:22653005
- PubMed:22592989
- PubMed:22592985
- PubMed:22567565
- PubMed:22534882
- PubMed:22519120
- PubMed:22435290
- PubMed:22373845
- PubMed:22326702
- PubMed:22187186
- PubMed:22173422
Evidence from additional scientific databases
NIH PubChem PUG-View
Attributed physical-property, hazard, environmental and use annotations.
- Autoignition Temperature: 1040 °F (NTP, 1992) Source: CAMEO Chemicals
- Autoignition Temperature: 560 °C Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Boiling Point: 540 to 543 °F at 760 mmHg (NTP, 1992) Source: CAMEO Chemicals
- Boiling Point: 284-287 °C Source: Hazardous Substances Data Bank (HSDB)
- Boiling Point: 284-287 °C Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Boiling Point: 540-543 °F Source: Occupational Safety and Health Administration (OSHA)
- Boiling Point: 287 °C @760 [mm Hg] Source: PAC Chemical Database, U.S. Department of Energy
- Color/Form: WHITE CRYSTALS BECOMING RED ON EXPOSURE TO AIR Source: Hazardous Substances Data Bank (HSDB)
- Color/Form: Colorless needles Source: Hazardous Substances Data Bank (HSDB)
- Color/Form: RHOMBIC CRYSTALS FROM ALCOHOL Source: Hazardous Substances Data Bank (HSDB)
- Color/Form: COLORLESS RHOMBIC NEEDLES Source: Hazardous Substances Data Bank (HSDB)
- Color/Form: Dark oxidation products /are/ present in compound exposed to moist air. Source: Hazardous Substances Data Bank (HSDB)
- Density: 1.0696 at 136 °F (NTP, 1992) - Denser than water; will sink Source: CAMEO Chemicals
- Density: 1.0096 g/cu cm at 58 °C Source: Hazardous Substances Data Bank (HSDB)
- Density: Density = 1.139 Source: Hazardous Substances Data Bank (HSDB)
- Density: 1.14 g/cm³ Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Density: 1.0696 at 136 °F Source: Occupational Safety and Health Administration (OSHA)
- Density: 1.139 @25 °C Source: PAC Chemical Database, U.S. Department of Energy
- Dissociation Constants: pKa = 4.98 at 25 °C (conjugate acid) Source: Hazardous Substances Data Bank (HSDB)
- Dissociation Constants: pKa1 = 2.65; pKa2 = 4.88 at 25 °C Source: Hazardous Substances Data Bank (HSDB)
- Flash Point: 280 °F (NTP, 1992) Source: CAMEO Chemicals
- Flash Point: 187 °C c.c. Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Flash Point: 280 °F Source: Occupational Safety and Health Administration (OSHA)
- LogP: log Kow = -0.33 Source: Hazardous Substances Data Bank (HSDB)
- LogP: -0.33 Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Melting Point: 145 to 147 °F (NTP, 1992) Source: CAMEO Chemicals
- Melting Point: 145-147 °F Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Melting Point: 62-63 °C Source: Hazardous Substances Data Bank (HSDB)
- Melting Point: 62-63 °C Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Melting Point: 145-147 °F Source: Occupational Safety and Health Administration (OSHA)
- Melting Point: 65 °C Source: PAC Chemical Database, U.S. Department of Energy
- Physical Description: 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. Source: CAMEO Chemicals
- Physical Description: Dry Powder; Other Solid; Large Crystals; CBI; Liquid; Liquid; Other Solid Source: EPA Chemical Data Reporting (CDR)
- Physical Description: White crystals that change to red on exposure to light and air; [CHEMINFO] Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Physical Description: WHITE CRYSTALS. TURNS RED ON EXPOSURE TO AIR. Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Physical Description: Colorless or white colored needles that turn red or purple in air. Source: Occupational Safety and Health Administration (OSHA)
- Refractive Index: INDEX OF REFRACTION: 1.6339 AT 58 °C/D Source: Hazardous Substances Data Bank (HSDB)
- Solubility: less than 1 mg/mL at 66 °F (NTP, 1992) Source: CAMEO Chemicals
- Solubility: SOL IN WATER, METHANOL, ETHANOL, CHLOROFORM, ACETONE, DIMETHYLFORMAMIDE, METHYL ETHYL KETONE, DIOXANE; SLIGHTLY SOL IN ETHER, CARBON TETRACHLORIDE, ISOPROPANOL, DIBUTYL PHTHALATE. VERY SLIGHTLY SOL IN BENZENE, TOLUENE, XYLENE, BUTANOL. Source: Hazardous Substances Data Bank (HSDB)
- Solubility: In water, 2.38X10+5 mg/l at 20 deg Source: Hazardous Substances Data Bank (HSDB)
- Solubility: Solubility in water: soluble Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Vapor Pressure: 1 mmHg at 211.6 °F ; 0.0018 mmHg at 77 °F (NTP, 1992) Source: CAMEO Chemicals
- Vapor Pressure: 0.0018 [mmHg] Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Vapor Pressure: 1 MM HG @ 99.8 °C Source: Hazardous Substances Data Bank (HSDB)
- Vapor Pressure: Vapor pressure, Pa at 99.8 °C: 133 Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Vapor Pressure: 1 mmHg at 211.6 °F, 0.0018 mmHg at 77 °F Source: Occupational Safety and Health Administration (OSHA)
- Vapor Pressure: 1 [mm Hg] @99.8 °C Source: PAC Chemical Database, U.S. Department of Energy
- IARC Carcinogenic Agent: meta-Phenylenediamine Source: International Agency for Research on Cancer (IARC)
- IARC Carcinogenic Classes: Group 3: Not classifiable as to its carcinogenicity to humans Source: International Agency for Research on Cancer (IARC)
- IARC Monographs: Volume 16: (1978) Some Aromatic Amines and Related Nitro Compounds – Hair Dyes, Colouring Agents and Miscellaneous Industrial Chemicals; Volume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987; 440 pages; ISBN 92-832-1411-0 (out of print) Source: International Agency for Research on Cancer (IARC)
- Publication Year: 1987 Source: International Agency for Research on Cancer (IARC)
- Evaluation Year: 1987 Source: International Agency for Research on Cancer (IARC)
- Exposure Routes: The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion. Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- First Aid: 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) shou Source: CAMEO Chemicals
- Signal: Danger Source: Regulation (EC) No 1272/2008 of the European Parliament and of the Council
- GHS Hazard Statements: H301: Toxic if swallowed [Danger Acute toxicity, oral]; H311: Toxic in contact with skin [Danger Acute toxicity, dermal]; H317: May cause an allergic skin reaction [Warning Sensitization, Skin]; H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]; H331: Toxic if inhaled [Danger Acute toxicity, inhalation]; H341: Suspected of causing genetic defects [Warning Germ cell mutagenicity]; H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]; H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard] Source: Regulation (EC) No 1272/2008 of the European Parliament and of the Council
- Precautionary Statement Codes: P203, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P318, P321, P330, P333+P317, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement) Source: Regulation (EC) No 1272/2008 of the European Parliament and of the Council
- Signal: Danger Source: European Chemicals Agency (ECHA)
- GHS Hazard Statements: H301+H311+H331 (23.9%): Toxic if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]; H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]; H311 (100%): Toxic in contact with skin [Danger Acute toxicity, dermal]; H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]; H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]; H331 (100%): Toxic if inhaled [Danger Acute toxicity, inhalation]; H341 (99.7%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]; H400 (96.2%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]; H410 (100%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard] Source: European Chemicals Agency (ECHA)
- Precautionary Statement Codes: P203, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P318, P321, P330, P333+P317, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement) Source: European Chemicals Agency (ECHA)
- ECHA C&L Notifications Summary: Aggregated GHS information provided per 343 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.; Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. Source: European Chemicals Agency (ECHA)
- Signal: Danger Source: NITE-CMC
- GHS Hazard Statements: H301: Toxic if swallowed [Danger Acute toxicity, oral]; H312: Harmful in contact with skin [Warning Acute toxicity, dermal]; H317: May cause an allergic skin reaction [Warning Sensitization, Skin]; H320: Causes eye irritation [Warning Serious eye damage/eye irritation]; H370: Causes damage to organs [Danger Specific target organ toxicity, single exposure]; H372: Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure]; H373: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]; H401: Toxic to aquatic life [Hazardous to the aquatic environment, acute hazard]; H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard] Source: NITE-CMC
- Precautionary Statement Codes: P260, P261, P264, P264+P265, P270, P272, P273, P280, P301+P316, P302+P352, P305+P351+P338, P308+P316, P317, P319, P321, P330, P333+P317, P337+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement) Source: NITE-CMC
- GHS Hazard Statements: H301: Toxic if swallowed [Danger Acute toxicity, oral]; H312: Harmful in contact with skin [Warning Acute toxicity, dermal]; H317: May cause an allergic skin reaction [Warning Sensitization, Skin]; H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]; H341: Suspected of causing genetic defects [Warning Germ cell mutagenicity]; H361: Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]; H370: Causes damage to organs [Danger Specific target organ toxicity, single exposure]; H372: Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure]; H373: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure] Source: NITE-CMC
- Precautionary Statement Codes: P203, P260, P261, P264, P264+P265, P270, P272, P280, P301+P316, P302+P352, P305+P351+P338, P308+P316, P317, P318, P319, P321, P330, P333+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement) Source: NITE-CMC
- Target Organs: Hepatic Source: EPA Integrated Risk Information System (IRIS)
- Cosmetic Ingredient Review Conclusion: On the basis of the animal and clinical data included in this report, the CIR Expert Panel concludes that m-Phenylenediamine and m-Phenylenediamine Sulfate are safe for use in hair dyes at concentrations of up to 10%. Source: Cosmetic Ingredient Review (CIR)
- Cosmetic Ingredient Review Finding(s): Safe for use in cosmetics, with qualifications Source: Cosmetic Ingredient Review (CIR)
- Environmental Bioconcentration: 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). Source: Hazardous Substances Data Bank (HSDB)
- Environmental Fate: 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). Source: Hazardous Substances Data Bank (HSDB)
- Environmental Fate: 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-Benzen Source: Hazardous Substances Data Bank (HSDB)
- Environmental Fate: 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). Source: Hazardous Substances Data Bank (HSDB)
- Consumer Uses: Adhesion/cohesion promoter; Not Known or Reasonably Ascertainable Source: EPA Chemical Data Reporting (CDR)
- Industry Uses: Adhesion/cohesion promoter; Intermediate; Surface modifier; Dye; Flame retardant; Not Known or Reasonably Ascertainable; Other Source: EPA Chemical Data Reporting (CDR)
- Cosmetic Ingredient Review Link: CIR ingredient: m-Phenylenediamine Source: Cosmetic Ingredient Review (CIR)
- Sources/Uses: Used to make diisocyanates for the production of polyurethane foams and other resins and polymers; Also used as a corrosion inhibitor, curing agent, photographic developer, and intermediate for other chemical products; [CHEMINFO] Used to make dyes, to develop dyes, to dye hair, and to cure epoxy resins; [ACGIH] Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Industrial Processes with risk of exposure: Plastic Composites Manufacturing [Category: Industry]; Photographic Processing [Category: Other]; Dressing Hair [Category: Other] Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Uses: MFR DYES; RUBBER CURING AGENTS; ION EXCHANGE RESINS, DECOLORIZING RESINS, FORMALDEHYDE CONDENSATES; RESINOUS POLYAMIDES, BLOCK POLYMERS, TEXTILE FIBERS, URETHANES, PETROLEUM ADDITIVES, RUBBER CHEMICALS; IN CORROSION INHIBITORS; IN PHOTOGRAPHY; AS REAGENT FOR GOLD & BROMINE Source: Hazardous Substances Data Bank (HSDB)
- Uses: Dyestuff manufacture, detection of nitrite, textile developing agent, laboratory reagent, vulcanizing agent. Source: Hazardous Substances Data Bank (HSDB)
- Uses: IT IS ... EMPLOYED AS CURING AGENT TO HARDEN EPOXY RESINS USED IN CASTING & PLASTIC TOOLING, LAMINATING APPLICATIONS & IN ADHESIVES. IT IS ADDED TO ISOPHTHALOYL CHLORIDE TO PRODUCE POLY-META-PHENYLENE ISOPHTHALAMIDE RESIN, A POLYAMIDE FIBER (NOMEX) USED IN HIGH-TEMP APPLICATIONS, EG PROTECTIVE CLOTHING ... Source: Hazardous Substances Data Bank (HSDB)
- Uses: ... CAN BE USED FOR PRODN OF OVER 140 DYES, 37 OF WHICH ARE BELIEVED TO HAVE COMMERCIAL ... SIGNIFICANCE. ... THESE DYES ARE USED TO COLOR VARIOUS TEXTILE FIBERS & OTHER MATERIALS, EG, LEATHER, PAPER, POLISHES, SPIRIT INKS ... ALSO USED AS DIRECT DYE DEVELOPER TO OBTAIN BLACK, BLUE & BROWN SHADES ... AND IT IS INCL IN HAIR-DYE FORMULATIONS TO PRODUCE BROWN, GOLDEN-BLOND, BLUE & GRAY SHADES ON THE HAIR. Source: Hazardous Substances Data Bank (HSDB)
- Uses: For more Uses (Complete) data for 1,3-BENZENEDIAMINE (11 total), please visit the HSDB record page. Source: Hazardous Substances Data Bank (HSDB)
Mapped by: Existing checksum-valid CAS to unique PubChem CID match. Retrieved: 2026-08-31. Open source record
Scientific classifications and hazard annotations provide context and do not replace the market-specific regulatory decision shown above.
Additional source coverage and match status
| Source | Result | Checked |
|---|---|---|
| NIH PubChem PUG-View | Exact match | 2026-08-31 |
A recorded no-match is useful evidence that the source was checked; it is not a claim that the substance does not exist elsewhere.
Retrieved from NIH PubChem on 2026-08-31 by checksum-valid CAS matching. Chemical properties do not replace the regulatory decision on this page.