
N-Phenyl-p-phenylenediamine
P-aminodiphenylamine is an aromatic amine that is the 4-amino derivative of diphenylamine. It has a role as an allergen. It is an aromatic amine and a secondary amino compound. It is functionally related to a diphenylamine. — ChEBI
- IUPAC name
- 4-N-phenylbenzene-1,4-diamine
- Molecular formula
- C12H12N2
- Molecular weight
- 184.24 g/mol
- Exact mass
- 184.100048391 Da
- XLogP3
- 2.5
- Topological polar surface area
- 38.1 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:59038
- ChEMBL:CHEMBL572203
- EPA DTXSID:DTXSID7025895
- PubMed:22624827
- PubMed:22567565
- PubMed:22344700
- PubMed:21969747
- PubMed:21901562
- PubMed:21636315
- PubMed:21586810
- PubMed:20734014
- PubMed:19463000
- PubMed:19338586
- PubMed:19073047
- PubMed:18489148
Evidence from additional scientific databases
EMBL-EBI ChEBI
p-aminodiphenylamine
An aromatic amine that is the 4-amino derivative of diphenylamine.
- Formula
- C12H12N2
- Average mass
- 184.242 g/mol
- Monoisotopic mass
- 184.10005 Da
- Formal charge
- 0
- secondary amino compound — is a (CHEBI:50995)
- aromatic amine — is a (CHEBI:33860)
- allergen — has role (CHEBI:50904)
- diphenylamine — has functional parent (CHEBI:4640)
- allergen — has role (CHEBI:50904)
- secondary amino compound — is a (CHEBI:50995)
- aromatic amine — is a (CHEBI:33860)
Additional curated names
Cross-references from this source
Mapped by: Exact CAS cross-reference in the ChEBI compound record. Source updated: 2019-03-12. Retrieved: 2026-08-31. Open source record
NIH PubChem PUG-View
Attributed physical-property, hazard, environmental and use annotations.
- Boiling Point: 669 °F at 760 mmHg (NTP, 1992) Source: CAMEO Chemicals
- Boiling Point: 354 °C Source: Hazardous Substances Data Bank (HSDB)
- Boiling Point: 354 °C Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Color/Form: Needles (alcohol) Source: Hazardous Substances Data Bank (HSDB)
- Color/Form: Purple powder Source: Hazardous Substances Data Bank (HSDB)
- Color/Form: Purple needles Source: Hazardous Substances Data Bank (HSDB)
- Density: 1.15 (NTP, 1992) - Denser than water; will sink Source: CAMEO Chemicals
- Density: 1.1 at 100 °C Source: Hazardous Substances Data Bank (HSDB)
- Density: 1.09 g/cm³ Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Dissociation Constants: pKa = 5.20 (conjugate acid) Source: Hazardous Substances Data Bank (HSDB)
- Flash Point: 380 °F (NTP, 1992) Source: CAMEO Chemicals
- Flash Point: 380 °F' Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Flash Point: 193 °C Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- LogP: 2.4 (calculated) Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Melting Point: 163 to 167 °F (NTP, 1992) Source: CAMEO Chemicals
- Melting Point: 75 °C Source: Hazardous Substances Data Bank (HSDB)
- Melting Point: 75 °C Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Physical Description: N-phenyl-p-phenylenediamine appears as odorless purple-black solid or flake or dark purple chips. (NTP, 1992) Source: CAMEO Chemicals
- Physical Description: Dry Powder; Liquid Source: EPA Chemical Data Reporting (CDR)
- Physical Description: Purple powder or needles; [HSDB] Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Physical Description: PURPLE CRYSTALLINE POWDER OR NEEDLES Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Solubility: less than 1 mg/mL at 66 °F (NTP, 1992) Source: CAMEO Chemicals
- Solubility: Slightly soluble in water, chloroform; very soluble in ethanol; soluble in diethyl ether, ligroin Source: Hazardous Substances Data Bank (HSDB)
- Solubility: Soluble in alcohol and acetone Source: Hazardous Substances Data Bank (HSDB)
- Solubility: Insoluble in water; soluble in oxygenated solvents Source: Hazardous Substances Data Bank (HSDB)
- Solubility: Solubility: 500 mg/L at 20 °C and pH 8.9 Source: Hazardous Substances Data Bank (HSDB)
- Solubility: Solubility in water, g/100ml at 20 °C: 0.05 Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Vapor Pressure: 0.0000121 [mmHg] Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Vapor Pressure: 1.21X10-5 mm Hg at 25 °C (extrapolated) Source: Hazardous Substances Data Bank (HSDB)
- Vapor Pressure: Vapor pressure, Pa at 20 °C: 0.000076 Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Viscosity: 1.76X10-2 Pa.s at 25 °C Source: Hazardous Substances Data Bank (HSDB)
- Substance: N-phenyl-p-phenylenediamine Source: NTP Technical Reports
- NTP Technical Report: TR-082: Bioassay of N-Phenyl-p-phenylenediamine for Possible Carcinogenicity (CASRN 101-54-2) (1978 ) Source: NTP Technical Reports
- Peer Review Date: 03/06/78 Source: NTP Technical Reports
- Conclusion for Male Rat: No Evidence Source: NTP Technical Reports
- Conclusion for Female Rat: No Evidence Source: NTP Technical Reports
- Conclusion for Male Mice: No Evidence Source: NTP Technical Reports
- Conclusion for Female Mice: No Evidence Source: NTP Technical Reports
- Summary: It is concluded that under the conditions of this bioassay, N-phenyl-p-phenylenediamine was not carcinogenic for Fischer 344 rats or for B6C3F1 mice. Source: NTP Technical Reports
- Exposure Routes: The substance can be absorbed into the body by inhalation 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: Warning Source: European Chemicals Agency (ECHA)
- GHS Hazard Statements: H302 (97.2%): Harmful if swallowed [Warning Acute toxicity, oral]; H317 (97.4%): May cause an allergic skin reaction [Warning Sensitization, Skin]; H319 (31.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]; H400 (90.9%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]; H410 (93.2%): 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: P261, P264, P264+P265, P270, P272, P273, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P333+P317, P337+P317, P362+P364, P391, 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 680 reports by companies from 21 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: Warning Source: NITE-CMC
- GHS Hazard Statements: H302: Harmful if swallowed [Warning Acute toxicity, oral]; H317: May cause an allergic skin reaction [Warning Sensitization, Skin]; H320: Causes eye irritation [Warning Serious eye damage/eye irritation]; H361: Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]; H371: May cause damage to organs [Warning Specific target organ toxicity, single exposure] Source: NITE-CMC
- Precautionary Statement Codes: P203, P260, P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P351+P338, P308+P316, P318, P321, P330, P333+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement) Source: NITE-CMC
- Signal: Warning Source: Hazardous Chemical Information System (HCIS), Safe Work Australia
- GHS Hazard Statements: H302: Harmful if swallowed [Warning Acute toxicity, oral]; H317: May cause an allergic skin reaction [Warning Sensitization, Skin] Source: Hazardous Chemical Information System (HCIS), Safe Work Australia
- Precautionary Statement Codes: P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement) Source: Hazardous Chemical Information System (HCIS), Safe Work Australia
- Cosmetic Ingredient Review Conclusion: On the basis of the data included in this report, the CIR Expert Panel concludes that N-Phenyl-p-Phenylenediamine... safe for use in hair dyes at concentrations up to 1.7% (as the free base). 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 of 5.1 was calculated for p-aminodiphenylamine(SRC), using an estimated log Kow of 1.82(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC). Source: Hazardous Substances Data Bank (HSDB)
- Environmental Fate: TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 3.1X10+3(SRC), determined from a structure estimation method(2), indicates that p-aminodiphenylamine is expected to have slight mobility in soil(SRC). The pKa of p-aminodiphenylamine is 5.20(3), indicating that this compound will partially exist in cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Volatilization of p-aminodiphenylamine from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.7X10-10 atm-cu m/mole(SRC), using a fragment constant estimation method(5). p-Aminodiphenylamine is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.21X10-5 mm Hg at 25 °C(6). Reported inherent biodegradation values of 28% after 20 days in an adapted activated sludge and 58% after 3 hours in a mixed, non-adapted activated sludge inoculum(7) suggest that biodegradation in the aquatic environment may be an important fate process(SRC). Source: Hazardous Substances Data Bank (HSDB)
- Environmental Fate: AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 3.1X10+3(SRC), determined from a structure estimation method(2), indicates that p-aminodiphenylamine is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 3.7X10-10 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). A pKa of 5.20(5) indicates p-aminodiphenylamine will exist partially in the cation form at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process(6). According to a classification scheme(7), an estimated BCF of 5.1(SRC), from an estimated log Kow of 1.82(8) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is low. Reported inherent biodegradation values of 28% after 20 days in an adapted activated sludge and 58% after 3 hours in a mixed, non-adapted activated sludge inoculum(10) suggest that biodegradation in the aquatic environment may be an important fate process(SRC). 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), p-aminodiphenylamine, which has a vapor pressure of 1.21X10-5 mm Hg at 25 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase p-aminodiphenylamine 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 1.9 hours(SRC), calculated from its rate constant of 2.0X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase p-aminodiphenylamine may be removed from the air by wet or dry deposition(SRC). p-Aminodiphenylamine contains chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC). Source: Hazardous Substances Data Bank (HSDB)
- Industry Uses: Intermediate Source: EPA Chemical Data Reporting (CDR)
- Cosmetic Ingredient Review Link: CIR ingredient: N-Phenyl-p-Phenylenediamine Source: Cosmetic Ingredient Review (CIR)
- Sources/Uses: Used to produce dyes, pharmaceuticals, and photographic chemicals; [HSDB] Formerly used as a hair dye; [Kanerva, p. 1749] Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Industrial Processes with risk of exposure: Dressing Hair [Category: Other] Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Uses: Dye intermediate, pharmaceuticals, photographic chemicals. Source: Hazardous Substances Data Bank (HSDB)
- Uses: Azoic dye, diazo component Source: Hazardous Substances Data Bank (HSDB)
- Uses: Oxidation dye color in hair dyes Source: Hazardous Substances Data Bank (HSDB)
- Uses: Rubber additive 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 |
|---|---|---|
| EMBL-EBI ChEBI | Exact match | 2026-08-31 |
| 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 2026-09-02 by checksum-valid CAS matching. Chemical properties do not replace the regulatory decision on this page.