Diphenylamine
Structural Formula Vector Image
Title: Diphenylamine
CAS Registry Number: 122-39-4
CAS Name: N-Phenylbenzeneamine
Molecular Formula: C12H11N
Molecular Weight: 169.22
Percent Composition: C 85.17%, H 6.55%, N 8.28%
Line Formula: C6H5NHC6H5
Literature References: Prepd by heating aniline with aniline hydrochloride.
Properties: Crystals; floral odor. d 1.16. mp 53-54°. bp 302°. Flash pt 153°C. Discolors in light. One gram dissolves in 2.2 ml alcohol, 4.5 ml propyl alcohol; freely sol in benzene, ether, glacial acetic acid, carbon disulfide. Insol in water. Forms salts with strong acids. Keep protected from light.
Melting point: mp 53-54°
Boiling point: bp 302°
Flash point: Flash pt 153°C
Density: d 1.16
 
Derivative Type: Hydrochloride
Molecular Formula: C12H11N.HCl
Molecular Weight: 205.68
Percent Composition: C 70.07%, H 5.88%, N 6.81%, Cl 17.24%
Properties: Crystals, turn blue in air. Freely sol in water, alcohol.
 
Derivative Type: Sulfate
Molecular Formula: C12H11N.H2SO4
Molecular Weight: 267.30
Percent Composition: C 53.92%, H 4.90%, N 5.24%, S 12.00%, O 23.94%
Properties: White to yellowish powder, mp 123-125°. Practically insol in water. Sol in alc, in H2SO4.
Melting point: mp 123-125°
 
CAUTION: Potential symptoms of overexposure to diphenylamine are irritation of eyes, skin, mucous membranes; eczema; tachycardia, hypertension; cough, sneezing; methemoglobinemia; increased blood pressure and heart rate; proteinuria, hematuria, bladder injury. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 120.
Use: Manuf dyes; stabilizing nitrocellulose explosives and celluloid. In anal. chem for the detection of NO3, ClO3 and other oxidizing substances with which, in the presence of H2SO4, it gives a deep-blue color.
Therap-Cat-Vet: Topically in antiscrewworm mixtures. In tests for nitrate or nitrite poisoning.

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