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N-NITROSODIPHENYLAMINE

CAS NUMBER: 86-30-6

EC NUMBER: 201-663-0

MOLECULAR FORMULA: (C6H5)2NNO

MOLECULAR WEIGHT: 198.22

 

N-Nitrosodiphenylamine is an industrial compound. 
N-Nitrosodiphenylamine is an orange-brown or yellow solid that has been produced since 1945. 


N-Nitrosodiphenylamine is a member of phenylhydrazines.
N-Nitrosodiphenylamine is an industrial chemical. 

N-Nitrosodiphenylamine is an orange-brown or yellow solid that was first manufactured in 1945.
N-Nitrosodiphenylamine is used to make rubber products, such as tires, or to make other chemicals. 

N-Nitrosodiphenylamine is used to make rubber products such as tires or to make other chemicals. 
In the early 1980s, most U.S. rubber manufacturers replaced N-Nitrosodiphenylamine with more efficient chemicals. 

Today, only one manufacturer in the United States produces N-Nitrosodiphenylamine. 
N-Nitrosodiphenylamine appears as yellow to brown or orange powder or flakes or a black solid. Insoluble in water and denser in water. Hence sinks in water. 

In the early 1980s, most U.S. rubber manufacturers replaced N-Nitrosodiphenylamine with other chemicals. 
In 2016, only one facility in the United States was manufacturing and processing of N-Nitrosodiphenylamine.

N-Nitrosodiphenylamine can enter the environment from waste sites. 
N-Nitrosodiphenylamine usually breaks down in air, water, and soil within several weeks.

In soil and water, N-Nitrosodiphenylamine is broken down by bacteria. 
N-Nitrosodiphenylamine will dissolve in water but sticks strongly to soil and does not move quickly through it. 

N-Nitrosodiphenylamine is a disinfection by product in drinking water. 
N-Nitrosodiphenylamine is not known what governs the formation of NDPhA and which precursor(s) in the raw water is responsible for its formation. 

N-Nitrosodiphenylamine is reported here diphenylamine (DPhA) as a key precursor of N-Nitrosodiphenylamine, and we describe the effect of water pH and chloramination conditions on the formation of NDPhA. 
To identify precursors of N-Nitrosodiphenylamine, raw water samples were collected from the same drinking water system in which NDPhA was previously detected. 

Analysis of the raw water samples showed the presence of 1.3 ng/L of DPhA and no detectable N-Nitrosodiphenylamine.
N-Nitrosodiphenylamine may be sensitive to moisture at elevated temperatures in strongly acidic solutions. 

N-Nitrosodiphenylamine may react vigorously with oxidizing agents. 
N-Nitrosodiphenylamine may undergo trans-nitrosation reactions with secondary amines.

N-Nitrosodiphenylamine is a yellow to orangebrown crystalline solid.
N-Nitrosodiphenylamine is a yellow to brown or orange powder or flake. 

N-Nitrosodiphenylamine was used in making rubber products such as tires and tools.  
N-Nitrosodiphenylamine is no longer produced in the United States.

N-Nitrosodiphenylamine can also be used to validate appropriate test methods or qualify an instrument in a regulated industry. 
N-Nitrosodiphenylamine is tested on a high performance GC-MS.

N-Nitrosodiphenylamine is prepared gravimetrically on a weight/volume basis to a specification of ± 2.5%. 
The concentration of each standard is verified using a high performance calibrated Gas Chromatograph, Mass Spectrometer (GC-MS Instrument). 

N-Nitrosodiphenylamine reacts in the presence of catalytic amounts of trichloroacetic acid with indoles forming the corresponding nitroso and iso-nitroso derivatives in good yields.
N-Nitrosodiphenylamine can be obtained by reacting nitrous acid with diphenylamine .

N-Nitrosodiphenylamine is a flammable, difficult to ignite, crystalline, green solid that is very slightly soluble in water.
N-Nitrosodiphenylamine is used for heat stabilization of plastics.

N-Nitrosodiphenylamine can be analyzed by this reverse phase (RP) HPLC method with simple conditions. 
The mobile phase contains an acetonitrile, water, and phosphoric acid. 

For Mass-Spec (MS) compatible applications the phosphoric acid needs to be replaced with formic acid. 
N-Nitrosodiphenylamine molecule consists of 10 Hydrogen atom(s), 12 Carbon atom(s), 2 Nitrogen atom(s) and 1 Oxygen atom(s) - a total of 25 atom(s). 

N-Nitrosodiphenylamine is a derivative of the N-nitrosamines group in drinking water and wastewater have caused significant concern in recent years due to their high carcinogenicity and wide occurrence,
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 is formerly used as a vulcanization retarder in the rubber industry.
N-Nitrosodiphenylamine may be sensitive to moisture at elevated temperatures in strongly acidic solutions. 

N-Nitrosodiphenylamine may react vigorously with oxidizing agents. 
N-Nitrosodiphenylamine may undergo trans-nitrosation reactions with secondary amines .

N-Nitrosodiphenylamine is probably combustible.
N-Nitrosodiphenylamine is not a naturally occurring substance.

N-Nitrosodiphenylamine is a man-made chemical that is no longer produced in the United States. 
N-Nitrosodiphenylamine 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.

 

PROPERTIES:

-grade: technical

-assay: ≥97.0% (N)

-form: solid

-mp: 65-66 °C

-SMILES string: O=NN(c1ccccc1)c2ccccc2

-InChI: 1S/C12H10N2O/c15-13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H

-InChI key: UBUCNCOMADRQHX-UHFFFAOYSA-N

 

SPECIFICATION:

-Color: Green-Yellow

-Melting Point: 68°C

-UN Number: 3077

-Formula Weight: 198.23

-Physical Form: Crystal-Powder at 20°C

-Percent Purity: ≥98.0% (HPLC)

 

CHEMICAL FEATURES:

-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

-pka: -5.83±0.50(Predicted)

-form: Yellow to brown or orange powder or flakes

-color: Yellow to brown to orange power or flakes

-Water Solubility: Insoluble

-BRN: 909531

-Henry's Law Constant: 2.33 at 25 °C (approximate - calculated from water solubility and vapor pressure)

-Stability:: Stability Combustible. Incompatible with oxidising agents.

 

PROPERTIES:

-Melting Point: -93.9 °C

-Boiling Point: 65 °C

-Flash Point: 52 °F (11 °C) (tcc)

 

STORE:     

Store under inert gas

 

SYNONYM:

Diphenylnitrosamine
Benzenamine, N-nitroso-N-phenyl-
Nitrosodiphenylamine
Vultrol
Redax
Vulcatard A
Retarder J
N-Nitroso-N-phenylaniline
Ortard
Sconoc
N,N-diphenylnitrous amide
Diphenylamine, N-nitroso-
Vulcalent A
Vulkalent A
Curetard A
Diphenylnitrosamin
Naugard TJB
Delac J
N,N-Diphenylnitrosamine
N-Nitrosodifenylamin
Vulcatard
Difenylnitrosamin
Diphenyl N-nitrosoamine
N-NITROSO-DIPHENYLAMINE
NCI-C02880

 

IUPAC NAME:

N,N-di(phenyl)nitrous amide
N,N-diphenylnitrous amide
N-nitroso-N-phenylaniline
N-Nitrosodiphenylamine
Nitrosodiphenylamine

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