| Chemical Abstract Number (CAS #) |
86306
|
|---|
| Synonyms | N-Nitrosodiphenylamine |
|---|
Benzenamine, N-nitroso-N-phenyl |
| Analytical Methods |
EPA Method 607 |
|---|
EPA Method 625 |
EPA Method 8070 |
EPA Method 8250A |
| Molecular Formula | C12H10N2O |
|---|
| Use | N-NITROSODIPHENYLAMINE IS AN EFFECTIVE RADICAL SCAVENGER, AND
CAN BE USED TO STABILIZE MONOMERS, POLYMERS, AND PETROLEUM
PRODUCTS. IN RUBBER PROCESSING, ITS MAJOR USE IS BELIEVED TO BE AS AN
ANTI-SCORCHING AGENT, OR VULCANIZATION RETARDER, DURING RUBBER
COMPOUNDING
CHEM INT FOR N-PHENYL-P-PHENYLENEDIAMINE, A RUBBER CHEM
Used as a rubber accelerator.
Used as a staining retarder for natural and synthetic rubbers.
Used as a vulcanization retarder (0.5-1.0%) in a variety of rubbers and to make
p-nitrosodiphenylamine.
N-NITROSODIPHENYLAMINE, USED AS AN ADDITIVE IN THE RUBBER INDUSTRY,
WAS DETERMINED TO BE A POWERFUL NITROSATING AGENT, REACTING WITH
OTHER AMINES PRESENT IN THE RUBBER TO FORM N-NITROSAMINES WHICH
MAY BE RELEASED TO THE AIR.
|
|---|
| Apparent Color | Yellow plates from petroleum ether
|
|---|
| Melting Point | 66.5 DEG C
|
|---|
| Molecular Weight | 198.23
|
|---|
| Density | 1.23
|
|---|
| Environmental Impact | Recent information on N-nitrosodiphenylamine (NDPhA) indicates that it is no longer
produced in the USA; however, one USA producer reportedly produced from 100,000 to
1,000,000 pounds in 1977. NDPhA has been used as a rubber accelerator, staining retarder for
natural and synthetic rubbers, vulcanization retarder, and to make p-nitrosodiphenylamine. In soil,
NDPhA is not expected to rapidly migrate (estimated Koc=1200), or be persistent.
Biodegradation appears to be an important process and is affected by the organic carbon level in
soil. In water, NDPhA will have a moderate tendency to partition to sediments, suspended organic
matter and biota (BCF=217, bluegill sunfish). Volatilization of NDPhA from water may be a
significant transport mechanism and biodegradation may also be a significant fate process for
NDPhA in water. No information was found on hydrolysis or photolysis. An atmospheric half-life
of 7 hours is estimated based upon reaction with hydroxyl radical. NDPhA concentration in a
wastewater after primary treatment was 11 ug/l. NDPhA air concentrations at 3 different rubber
processors ranged from 0.01 to 1230 ug/cu m. The most probable route and location of human
exposure may be through worker inhalation at factories that process rubber.
|
|---|
| Environmental Fate | TERRESTRIAL FATE: N-nitrosodiphenylamine (NDPhA) was added to soil at a
concentration of 25 ng nitroso-N/g soil (354 ug NDPhA/g soil) and it was found that 68% was
lost by the end of the 30 day incubation at 30 deg C in the dark . In soil amended with wheat
straw (organic matter content increased from 2.16 to 17.5%), NDPhA disappeared completely by
day 10 of the incubation . If NDPhA is released to the surface of most soils, evaporation may be
a significant transport mechanism (Hc = 6.4X10-4 atm-cu m/mol ). An estimated soil
adsorption coefficient (KOC) for NDPhA is 1202 . Therefore, NDPhA is expected to be
relatively immobile in soil .
AQUATIC FATE: In water, N-nitrosodiphenylamine (NDPhA) will have a moderate tendency
to partition to organic matter in sediments and suspended solids (Koc = 1202 ) and a slight
tendency to bioconcentrate (BCF = 217 in bluegill sunfish ). The estimated Henry's Law
constant for NDPhA is 6.4X10-4 atm-cu m/mol, indicating that volatilization from water may be a
significant removal process . Based on biodegradation in static biodegradation tests and
removal in activated sludge wastewater treatment plants and an aerated lagoon , biodegradation
may be an important removal process for NDPhA in natural waters. No information concerning
photolysis or hydrolysis was located.
ATMOSPHERIC FATE: An estimated atmospheric half-life for N-nitrosodiphenylamine is 7
hours based upon reaction with hydroxyl radicals .
EFFL: N-NITROSODIPHENYLAMINE HAS BEEN FOUND IN RAW WASTE SAMPLES
AND SECONDARY EFFLUENT SAMPLES FROM TEXTILES PLANTS IN
CONCENTRATIONS OF 2-20 UG/L. IT HAS ALSO BEEN FOUND IN EFFLUENTS FROM
INK MANUFACTURING FACILITIES.
N-nitrosodiphenylamine (NDPhA) was found in a wastewater after primary treatment at 11 ug/l
and in the final effluent from the Los Angeles Joint Water Pollution Control Plant at < 10 ug/l.
|
|---|
