Structural Formula Vector Image
Title: p-Phenylenediamine
CAS Registry Number: 106-50-3
CAS Name: 1,4-Benzenediamine
Additional Names: p-diaminobenzene; p-aminoaniline; orsin; C.I. 76076
Trademarks: Ursol D
Molecular Formula: C6H8N2
Molecular Weight: 108.14
Percent Composition: C 66.64%, H 7.46%, N 25.90%
Literature References: Prepn: A. Rinne, T. Zincke, Ber. 7, 869 (1874); DE 202170 (1907 to BASF), C.A. 3, 382 (1909); A. J. Quick, J. Am. Chem. Soc. 42, 1033 (1920); J. F. Norris, E. O. Cummings, Beilstein 17, 305 (1925). See also: Beilstein XIII, 61 (1930). Crystal structure: A. Domenicano et al., Acta Crystallogr. B33, 1664 (1977). Mutagenicity studies: B. N. Ames et al., Proc. Natl. Acad. Sci. USA 72, 2423 (1975); W. G. H. Blijleven, Mutat. Res. 48, 181 (1977). Toxicity study: C. Burnett et al., J. Toxicol. Environ. Health 2, 657 (1977).
Properties: White to slightly red crystals; darkens on exposure to air. mp 145-147°. bp 267°. Sol in 100 parts cold water; sol in alcohol, chloroform, ether. A black color is developed with 3% H2O2; brown with 5% FeCl3 soln. Keep well closed and protected from light. LD50 in rats (mg/kg): 80 orally, 37 i.p. (Burnett).
Melting point: mp 145-147°
Boiling point: bp 267°
Toxicity data: LD50 in rats (mg/kg): 80 orally, 37 i.p. (Burnett)
Derivative Type: Hydrochloride
Properties: White to slightly reddish crystals. Freely sol in water, slightly in alcohol, ether.
CAUTION: Potential symptoms of overexposure are irritation of pharynx and larynx; bronchial asthma; sensitization dermatitis. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 248.
Use: Dyeing furs; also in photochemical measurements, accelerating vulcanization; manuf azo dyes, etc. The hydrochloride as reagent for blood, H2S, amyl alcohol; in testing of milk.

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