m-Phenylenediamine
Structural Formula Vector Image
Title: m-Phenylenediamine
CAS Registry Number: 108-45-2
CAS Name: 1,3-Benzenediamine
Additional Names: m-diaminobenzene
Molecular Formula: C6H8N2
Molecular Weight: 108.14
Percent Composition: C 66.64%, H 7.46%, N 25.90%
Literature References: Prepd by the reduction of m-dinitrobenzene: Kuhn, US 2768209 (1956 to Ringwood); Faust, J. Prakt. Chem. 6, 14 (1958); Neilson et al., J. Chem. Soc. 1962, 371; Tallee, Peltier, Compt. Rend. 259, 400 (1964). Toxicity study: C. Burnett et al., J. Toxicol. Environ. Health 2, 657 (1977).
Properties: White crystals becoming red on exposure to air. d 1.139; mp 62-63°; bp 284-287°; dipole moment 1.79. Fire point: 175°. Sol in water, methanol, ethanol, chloroform, acetone, dimethylformamide, methyl ethyl ketone, dioxane. Slightly sol in ether, carbon tetrachloride, dibutyl phthalate, isopropanol. Very slightly sol in benzene, toluene, xylene, butanol. Keep well closed and protected from light. LD50 in rats (mg/kg): 650 orally; 283 i.p. (Burnett).
Melting point: mp 62-63°
Boiling point: bp 284-287°
Density: d 1.139
Toxicity data: LD50 in rats (mg/kg): 650 orally; 283 i.p. (Burnett)
 
Derivative Type: Hydrochloride
Properties: White or slightly red, crystalline powder; becomes darker on exposure to air. Freely sol in water; sol in alcohol.
 
Use: Manuf dyes; rubber curing agents, ion exchange resins, decolorizing resins, formaldehyde condensates, resinous polyamides, block polymers, textile fibers, urethanes, petroleum additives, rubber chemicals, corrosion inhibitors; in photography; as reagent for gold and bromine. The hydrochloride chiefly as a reagent for nitrite.

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