4-Aminobiphenyl
| Names | |
|---|---|
| Preferred IUPAC name
[1,1′-Biphenyl]-4-amine | |
| Other names
4-Aminobiphenyl, xenylamine, 4-ABP
4-Aminodiphenyl p-Aminobiphenyl p-Aminodiphenyl 4-Phenylaniline | |
| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.001.980 |
| EC Number |
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| KEGG | |
PubChem CID
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| RTECS number |
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| UNII | |
| UN number | 3077 |
CompTox Dashboard (EPA)
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| Properties | |
| C12H11N | |
| Molar mass | 169.227 g·mol−1 |
| Appearance | White solid |
| Odor | Floral |
| Density | 1.16 g/cm3 |
| Melting point | 52 to 54 °C (126 to 129 °F; 325 to 327 K) |
| Boiling point | 302 °C (576 °F; 575 K) |
| Slightly soluble in cold water, soluble in hot water | |
| Vapor pressure | 20 mbar (191 °C) |
| Acidity (pKa) | 4.35 (conjugate acid; 18 °C, H2O) |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards
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potential occupational carcinogen |
| NFPA 704 (fire diamond) | |
| Flash point | 147 °C (297 °F; 420 K) |
| 450 °C (842 °F; 723 K) | |
| NIOSH (US health exposure limits): | |
REL (Recommended)
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carcinogen |
IDLH (Immediate danger)
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N.D. |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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4-Aminobiphenyl (4-ABP) is an organic compound with the formula C6H5C6H4NH2. It is an amine derivative of biphenyl. It is a colorless solid, although aged samples can appear colored. 4-Aminobiphenyl was commonly used in the past as a rubber antioxidant and an intermediate for dyes. Exposure to this aryl-amine can happen through contact with chemical dyes and from inhalation of cigarette smoke. Researches showed that 4-aminobiphenyl is responsible for bladder cancer in humans and dogs by damaging DNA. Due to its carcinogenic effects, commercial production of 4-aminobiphenyl ceased in the United States in the 1950s.