Chemical |
N,N-dimethylaniline |
CAS-number : |
121-69-7 |
|
Synonyms : |
(dimethylamino)benzene |
Benzenamine, N,N-dimethyl- |
dimethylaniline |
dimethylphenylamine |
N,N-dimethylbenzeneamine |
N,N-dimetyylianiliini |
xylidene. |
|
Sumformula of the chemical : |
C8H11N |
EINECS-number : |
2044935 |
|
Uses : |
Dyes, intermediates, solvent, manufacture of vanillin,
stabilizer (acid acceptor), reagent.
|
|
State and appearance : |
Yellowish to brownish, oily liquid.
|
|
Molecular weight : |
121 |
|
Spesicif gravity (water=1) : |
0.954 |
|
|
Vapor density (air=1) : |
4.17 |
|
|
Conversion factor, 1 ppm in air=_mg/m3 : |
5.04 |
mg/m3 |
|
Conversion factor, 1 mg/m3 in air=_ppm : |
0.2 |
ppm |
|
Vapor pressure, mmHg : |
1 |
29.5 °C |
0.5 |
20 °C |
|
Water solubility, mg/l : |
1400 |
MITI 1992 |
|
Melting point, °C : |
2.5 |
|
1.9 |
> 1.9, MITI 1992 |
|
Boiling point, °C : |
192.5 |
192.5 - 193.5 °C |
193.5 |
|
192.5 |
MITI 1992 |
|
Flashing point, °C : |
62.7 |
(closed cup) |
|
pKa : |
5.15 |
25°C |
5.1 |
Sangster 1989 |
|
Log octanol/water coefficient, log Pow : |
2.3 |
ANON 1986 |
2.5 |
Anon 1988 |
2.62 |
measured, Sax 1986 |
2.31 |
Sangster 1989 |
|
Henry's law constant, Pa x m3/mol : |
6.8 |
Anon 1988 |
|
Mobility : |
Equilibrium distribution:
mass %
air 69.02
water 29.55
solid 1.43
(Anon 1988)
|
|
Other physicochemical properties : |
Soluble in alcohol and ether; insoluble in water; autoign
temperature 370 °C.
Combustible.
Moderate fire hazard when exposed to heat, flame, or oxidation.
When heated to decomposition it emits highly toxic fumes of
aniline; it can react with oxidizing materials.
|
|
Photochemical degradation in air : |
Photooxidation half-life in air:
21hr - 2.7hr, based upon measured rate data for hydroxyl
radicals and ozone (Howard 1991).
|
|
Photochemical degradation in water : |
Flash photolysis of air-saturated aqueous solutions of
N,N-dimethylaniline was examined at different pH values.
Based
on visual assessment, highly colored permanent products were
observed at pH values ranging between 2.6 and 6.3.
No colored
products were observed at pH 1.6.
With nitrogen-saturated
solutions, the formation of these highly colored products was
not observed (Sax 1986).
Photooxidation half-life in water:
80.2d - 0.8d, based upon measured rate data for singlet oxygen
in aqueous solution (Howard 1991).
|
|
Oxidation-reduction reactions : |
The reactivity of N,N-dimethylaniline, as well as other
compounds, with OH radicals in aqueous solution was compiled.
The specific rate constant was reported as 5.3E+09/M sec.
The
temperature between 15 - 25 °C, pH was 9.0, and the method of
detection was PNDA (Sax 1986).
|
|
Half-life in air, days : |
0.86 |
21hr - 2.7hr, |
0.11 |
based upon photooxidation half-life in air. |
|
Howard 1991 |
|
Half-life in soil, days : |
180 |
6mo - 4w, |
28 |
scientific judgement based upon estimated unacclimated aqueous aerobic biodegradation half-life. |
|
Howard 1991 |
|
Half-life in water, days : |
2.3 |
in Rhine river water, Sax 1986 |
|
-- |
80.2 |
80.2d - 0.8d, |
0.8 |
in surface water: based upon photooxidation half-life in water. |
360 |
12mo - 8w, |
56 |
in ground water: scientific judgement based upon estimated unacclimated aqueous aerobic biodegradation half-life. |
|
Howard 1991 |
|
Aerobic degradation in water : |
Aerobic half-life:
6mo - 4w, scientific judgement based upon unacclimated aqueous
screening test data (Howard 1991).
|
|
Anaerobic degradation in water : |
Anaerobic half-life:
2yr - 16w, scientific judgement based upon estimated
unacclimated aqueous aerobic biodegradation half-life (Howard
1991).
|
|
Total degradation in water : |
Biodegradation:
1.9% by BOD
period: 14d
substance: 100 mg/l
sludge: 30 mg/l
(MITI 1992)
|
|
Ready biodegradability : |
Confirmed to be non-biodegradable (Anon. 1987). |
|
Other information of degradation : |
Biodegradation of N,N-dimethylaniline by activated sludge
samples has been examined.
Activated sludge samples were chosen
from two treatment facilities that accepted domestic and
industrial discharges.
Sludges (3 ml) were dosed with 3 ml of
N,N-DMA (final concentration of N,N-DMA = 20 mg/l) and
incubated for 6 hr at 25 °C.
The concentration of N,N-DMA after
incubation was determined by GLC or colorimetry.
To distinguish
bacterial degradation from other types, some of the sludge
samples were sterilized by autoclave prior to incubation.
Results: The average depletion of N,N-DMA from activated sludge
samples was 1 % and the depletion range was 0 to 3 % (Sax 1986). |
|
Bioconcentration factor, fishes : |
5.4 |
5.4 - 13.6, 6w, Cyprinus caarpio, conc 0.5 mg/l, |
13.6 |
|
4.7 |
4.7 - 10.1, 6w, Cyprinus carpio, conc 0.05 mg/l, |
10.1 |
MITI 1992 |
|
Other information of bioaccumulation : |
Confirmed to be non-accumulative or low accumulative (Anon.
1987).
|
|
LD50 values to mammals in oral exposure, mg/kg : |
990 |
orl-rat, Sax 1986 |
1410 |
orl-rat |
|
LD50 values to mammals in non-oral exposure , mg/kg : |
1700 |
dermal-rbt, Sax 1986 |
|
LDLo values to mammals in oral exposure, mg/kg : |
50 |
orl-hmn, Sax 1986 |
|
Health effects : |
Readily absorbed through skin and lungs (Sax 1986).
Skin and eye irritation data: skn, rbt, 10 mg, 24 hr, open,
mild (Sax 1986).
|
|
LC50 values to fishes, mg/l : |
65.6 |
96hr, Pimephales promelas |
|
Broderius & Kahl 1985 |
|
-- |
102 |
48hr, Oryzias latipes, MITI 1992 |
|
-- |
78.2 |
96 hr, Pimephales promelas |
52.6 |
96 hr, Pimephales promelas, Brooke et al. 1984 |
|
EC50 values to fishes, mg/l : |
75.2 |
96 hr, mbt, Pimephales promelas |
52.6 |
96 hr, mbt, Pimephales promelas, Brooke et al. 1984 |
|
Other information of water organisms : |
EC50 110 mg/l, 24hr, rpd, Tetrahymena pyriformis (Yoshioka et al.
1985).
|
References |
2357 | Anon 1988.
Concentrations of industrial organic chemicals
measured in the environment: The influence of physico - chemical
properties, tonnage and use pattern.
Technical report no 29.
European chemical industry ecology & toxicology centre, ECETOC.
pp. 105. |
1848 | Anon. 1987a.
The list of the existing chemical substances tested
on biodegradability by microorganisms or bioaccumulation in
fish body by Chemicals Inspection & Testing Institute.
Ministry
of International Trade and Industry, MITI.
Japan. |
2283 | Anon.1986a.
Evaluation of the OECD laboratory intercomparison
testing on the determination of the partition coefficient
n-octanol-water by reverse phase HPLC.
Report.
Fraunhofer-Institut für Umweltchemie und Ökotoxikologie. |
190 | Broderius, S. & Kahl, M. 1985.
Acute toxicity of organic
chemical mixtures to the fathead minnow.
Aquatic Toxicol. 6:
307-322. |
3295 | Brooke, L.
T. et al. 1984.
Acute toxicities of organic
chemicals to fathead minnows (Pimephales promelas); Vol 1.
Center for Lake Superior Environmental Studies University of
Wisconsin-Superior, Superior, Wisconsin, U.S.A.
|
3120 | Howard, P.H., Boethling, R.S., Jarvis, W.F., Meylan, W.M. &
Michalenko, E.M., Handbook of Environmental Degradation Rates,
1991.
Lewis Publicers, Inc., Chelsea, Michigan, U.S.A.,
pp. 725.
|
3105 | MITI 1992.
Biodegradation and bioaccumulation data of existing
chemicals based on the CSCL Japan.
Compild under the Safety
Division Basic Industries Bureau Ministry of International
Trade & Industry, Japan.
Edited by Chemicals Inspection &
Testing Institute, Japan.
|
3104 | Sangster, J. 1989.
Octanol-water partition coefficients of
simple organic compounds.
J.
Phys.
Chem.
Ref.
Data, Vol 18, No.
3: 1111 - 1229. |
2147 | Sax, I. 1986.
Hazardous chemicals information annual No. 1.
Van
Nostrand Reinhold Information Services, New York. 766 s. |
1766 | Yoshioka, Y., Ose, Y. & Sato,T. 1985.
Testing the toxicity of
chemicals with Tetrahymena pyriformis.
Sci.
Total.
Environ.
43:149. |