General Description
Yellow to brown or orange powder or flakes or a black solid. Insoluble in water and denser in water. Hence sinks in water.
Reactivity Profile
N-NITROSODIPHENYLAMINE(86-30-6) may be sensitive to moisture at elevated temperatures in strongly acidic solutions. May react vigorously with oxidizing agents. May undergo trans-nitrosation reactions with secondary amines .
Air & Water Reactions
Insoluble in water.
Health Hazard
ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of nitrogen oxides.
Potential Exposure
N-Nitrosodiphenylamine is not a naturally
occurring substance; it is a man-made chemical that is
no longer produced in the United States. It was used in the
manufacture of plastics, resins, rubber and synthetic textiles;
to help control processes involved in making rubber
products, such as tires and mechanical goods; however, in
the early 1980s, the United States manufacturers stopped
producing N-nitrosodiphenylamine because new and more
efficient chemicals were found to replace its uses. In addition,
the use of N-nitrosodiphenylamine had several undesirable
side effects which do not occur with the
replacement chemicals.
Fire Hazard
Flash point data for this chemical are not available; however, N-NITROSODIPHENYLAMINE is probably combustible.
First aid
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explosions.
Keep away from alkaline materials, strong bases,
strong acids, oxoacids, epoxides.
Shipping
UN2811 Toxic solids, organic, n.o.s., Hazard
Class: 6.1; Labels: 6.1-Poisonous materials, Technical
Name Required.
Incompatibilities
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explosions.
Keep away from alkaline materials, strong bases,
strong acids, oxoacids, epoxides. Contact with reducing
agents may form hydrazine; hydrogen bromide. Light sensitive;
rapidly decomposes.
Chemical Properties
N-Nitrosodiphenylamine is a yellow to orangebrown
crystalline solid.
Chemical Properties
orange to brown solid
Waste Disposal
Burn in admixture with flammable
solvent in furnace equipped with afterburner and
scrubber.
Uses
Formerly used as a vulcanization
retarder in the rubber industry
Uses
N-Nitrosodiphenylamine is the N-nitroso analogue of diphenylamine that was once used as a rubber additive but is no longer due to undesirable side effects. N-Nitrosodiphenylamine may have potential carcinogenic activity and is currently classified as a probable carcinogen by EPA.
Definition
ChEBI: N-Nitrosodiphenylamine is a member of phenylhydrazines. It is an industrial compound that formerly used as a vulcanization retarder in the rubber industry.
Flammability and Explosibility
Nonflammable(100%)
Carcinogenicity
Two feeding experiments with NDPhA in rats were totally
negative (no tumors). One used daily doses of 120 mg/kg
body weight to a total dose of 65 g/kg, and another used
a lower dose for only 53 weeks. Another experiment
involved larger groups of rats and mice and higher doses. In
mice, after 2 years, there was occasional hyperplasia of the
bladder mucosa, but no tumors; in rats given 4000 mg
NDPhA/kg diet for 2 years, 16/45 males and 40/49 females
had transitional cell carcinomas of the bladder. IARC classified
NDPhA as not classifiable as to carcinogenicity in
humans (Group 3).
Environmental Fate
Chemical/Physical. At temperatures greater than 85 °C, technical grades may decompose to
nitrogen oxides (IARC, 1978). N-Nitrosodiphenylamine will not hydrolyze because it does not
contain a hydrolyzable functional group (Kollig, 1993).
At influent concentrations of 10, 1.0, 0.1, and 0.01 mg/L, the GAC adsorption capacities were 510,
120, 91, and 38 mg/g, respectively (Dobbs and Cohen, 1980).
References
[1] Peng, Xiuying et al. “Electrochemical sensor for facile detection of trace N-nitrosodiphenylamine based on poly(diallyldimethylammonium chloride)-stabilized graphene/platinum nanoparticles.” New Journal of Chemistry 2 (2018): 820–826.
