p-Nitrobiphenyl
Structural Formula Vector Image
Title: p-Nitrobiphenyl
CAS Registry Number: 92-93-3
CAS Name: 4-Nitro-1,1¢-biphenyl
Additional Names: 4-nitrobiphenyl; p-nitrodiphenyl; PNB
Molecular Formula: C12H9NO2
Molecular Weight: 199.21
Percent Composition: C 72.35%, H 4.55%, N 7.03%, O 16.06%
Literature References: Prepn: G. Schultz, Ann. 174, 210 (1874); O. Kühling, Ber. 28, 42 (1895); E. Bamberger, ibid. 404; R. L. Jenkins et al., Ind. Eng. Chem. 22 (1), 31 (1930); K. Dimroth et al., Ber. 101, 2215 (1968). Crystal structure: M. Prasad et al., J. Indian Chem. Soc. 13, 519 (1936), C.A. 31, 12715 (1937). Review of carcinogenic risk: IARC Monographs vol. 4, 113-117 (1974).
Properties: Needles from alcohol, mp 113.7°. bp760 340°; bp30 223.7-224.1°. Insol in water. Slightly sol in cold alc; more readily sol in hot alc; sol in chloroform, ether. uv spectrum: D. F. DeTor, H. J. Scheifele, J. Am. Chem. Soc. 73, 1442 (1951).
Melting point: mp 113.7°
Boiling point: bp760 340°; bp30 223.7-224.1°
CAUTION: Potential symptoms of overexposure are headache, drowsiness and dizziness; dyspnea; ataxia, lassitude; methemoglobinemia; urinary burning; acute hemorrhagic cystitis. Potential occupational carcinogen. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH PB2003-100121, 2003) p 226.
Use: Formerly in prepn of p-biphenylamine, q.v.

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