| Identification | More | [Name]
N-Nitrosodiphenylamine | [CAS]
86-30-6 | [Synonyms]
DIPHENYLNITROSAMINE
DIPHENYLNITROSOAMINE
N-NITROSODIPHENYLAMINE
N-NITROSO-N-PHENYLANILINE
N-Nitroso-N-phenyl benzenamine
RETARDER J
2-Oxo-1,1-diphenylhydrazine
ai3-00698
Benzenamine,N-nitro-N-phenyl-
Benzenamine,N-nitroso-N-phenyl-
Curetard A
curetarda
Delac J
delacj
Difenylnitrosamin
Diphenyl N-nitrosoamine
Diphenylamine, N-nitroso-
Diphenylamine,N-nitroso-
Diphenylnitrosamin
diphenyln-nitrosoamine | [EINECS(EC#)]
201-663-0 | [Molecular Formula]
C12H10N2O | [MDL Number]
MFCD00019920 | [Molecular Weight]
198.22 | [MOL File]
86-30-6.mol |
| Chemical Properties | Back Directory | [Appearance]
N-Nitrosodiphenylamine is a yellow to orangebrown
crystalline solid. | [Melting point ]
65-66 °C | [Boiling point ]
268°C | [density ]
1.23 | [vapor pressure ]
0.1 at 25 °C (assigned by analogy, Mabey et al., 1982) | [refractive index ]
1.6330 (estimate) | [Fp ]
11 °C | [storage temp. ]
2-8°C | [solubility ]
methanol: 0.1 g/mL, clear
| [form ]
Yellow to brown or orange
powder or flakes | [pka]
-5.83±0.50(Predicted) | [color ]
Yellow to brown to orange power or flakes | [Stability:]
Stability Combustible. Incompatible with oxidising agents. | [Water Solubility ]
Insoluble | [BRN ]
909531 | [Henry's Law Constant]
2.33 at 25 °C (approximate - calculated from water solubility and vapor pressure) | [LogP]
3.13 at 25℃ | [CAS DataBase Reference]
86-30-6(CAS DataBase Reference) | [IARC]
3 (Vol. 27, Sup 7) 1987 | [NIST Chemistry Reference]
Benzenamine, N-nitroso-N-phenyl-(86-30-6) | [EPA Substance Registry System]
86-30-6(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,T,F | [Risk Statements ]
R22:Harmful if swallowed.
R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable. | [Safety Statements ]
S22:Do not breathe dust .
S36/37:Wear suitable protective clothing and gloves .
S53:Avoid exposure-obtain special instruction before use .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S16:Keep away from sources of ignition-No smoking .
S7:Keep container tightly closed . | [RIDADR ]
UN 1230 3/PG 2 | [WGK Germany ]
3
| [RTECS ]
JJ9800000
| [F ]
4.10-9-23 | [HS Code ]
2921.44.0500 | [HazardClass ]
9 | [PackingGroup ]
III | [Safety Profile]
Moderately toxic by
ingestion. An eye irritant. Questionable
carcinogen with experimental carcinogenic
and tumorigenic data. Human mutation data
reported. Dangerous fire hazard when
exposed to heat, flame, or oxidzing
materials. Can react vigorously with
oxidizing materials. When heated to
decomposition it emits highly toxic fumes of
NOx,. See also NITROSAMINES. | [Hazardous Substances Data]
86-30-6(Hazardous Substances Data) | [Toxicity]
Acute oral LD50 for mice 3,850 mg/kg, rats 1,650 mg/kg (quoted, RTECS, 1985). |
| Hazard Information | Back Directory | [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.
|
| Questions And Answer | Back Directory | [Health effects]
N-nitrosodiphenylamine is classified by the Environmental Protection Agency (EPA) as a probable human carcinogen. This is based on increased bladder tumors in male and female rats, an increase in reticulum cell sarcomas (a form of malignant lymphoma) in mice, and the chemical’s structural similarity to nitrosamines (known carcinogens). Animal studies involving chronic exposure to high levels of N-nitrosodiphenylamine resulted in cancer of the bladder and changes in body weight. The EPA considers N-nitrosodiphenylamine a hazardous waste, and spills exceeding 100 pounds must immediately be reported. Being exposed to N-nitrosodiphenylamine over a long period can cause cancer in animals, including bladder cancer and lymphoma, and may cause cancer in humans.
|
|
|