4-Aminobiphenyl

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)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.980
EC Number
  • 202-177-1
KEGG
RTECS number
  • DU8925000
UNII
UN number 3077
  • InChI=1S/C12H11N/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H,13H2 Y
    Key: DMVOXQPQNTYEKQ-UHFFFAOYSA-N Y
  • InChI=1/C12H11N/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H,13H2
    Key: DMVOXQPQNTYEKQ-UHFFFAOYAX
  • c1ccccc1c2ccc(N)cc2
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
potential occupational carcinogen
NFPA 704 (fire diamond)
2
1
0
Flash point 147 °C (297 °F; 420 K)
450 °C (842 °F; 723 K)
NIOSH (US health exposure limits):
REL (Recommended)
carcinogen
IDLH (Immediate danger)
N.D.
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

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.