Analytical Methods:
For occupational chemical analysis use OSHA: #27 or NIOSH: Nitrosamines, 2522.
Conditions | Yield |
---|---|
With [NO(1+)*18-crown-6*H(NO3)2(1-)] In dichloromethane at 20℃; for 0.0833333h; | 100% |
With magnesium hydrogen sulfate; silica gel; sodium nitrite In dichloromethane at 20℃; for 1h; Nitrosation; | 98% |
With aluminium trichloride; silica gel; sodium nitrite In dichloromethane at 20℃; for 0.5h; Nitrosation; | 98% |
Conditions | Yield |
---|---|
With tin(IV) chloride; sodium nitrite In tetrachloromethane for 14h; Heating; | 96% |
With bromine; triphenylphosphine In dichloromethane at 20℃; for 0.0166667h; | 92% |
With dinitrogen tetroxide impregnated on activated charcoal In tetrachloromethane for 10h; Heating; | 85% |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium nitrite In water at 70 - 75℃; for 3h; Inert atmosphere; | 68% |
With citrate buffer; sodium nitrite In acetone at 37℃; for 4h; | |
With sodium nitrite In acetone at 37℃; for 4h; effect of varios organic solvents; | |
With sodium nitrite In water at 37℃; for 4h; inhibitory effect of organic and inorganic salts; |
Conditions | Yield |
---|---|
With trifluoroamine oxide at -10℃; for 1.5h; | A 30% B 45% |
N1,N1,N3,N3-tetraethyl-propane-1,2,3-triyltriamine
B
N-Nitrosodiethylamine
Conditions | Yield |
---|---|
With cis-nitrous acid |
diethylammonium, NO3(1-)-salt
N-Nitrosodiethylamine
Conditions | Yield |
---|---|
at 170℃; |
Conditions | Yield |
---|---|
With diethyl ether; nitrosylchloride at -20 - -15℃; |
ethanol
tetranitromethane
acetic acid
triethylamine
N-Nitrosodiethylamine
Conditions | Yield |
---|---|
at 100℃; | |
at 100℃; |
N,N-diethylcarbamyl chloride
A
N-Nitrosodiethylamine
B
diethyl-N-nitroamine
Conditions | Yield |
---|---|
With silver nitrate; acetonitrile |
benzyl nitrite
diethylamine
A
N-Nitrosodiethylamine
B
benzyl alcohol
Conditions | Yield |
---|---|
With ethanol; acetic acid at 100℃; | |
With ethanol; acetic acid at 100℃; | |
With pyridine |
Conditions | Yield |
---|---|
With Nitrite at 25℃; Rate constant; |
diethyl-N-nitroamine
A
formaldoxime
B
N-Nitrosodiethylamine
C
diethyl nitroxide
Conditions | Yield |
---|---|
In gas under 0.2 Torr; Rate constant; Mechanism; Irradiation; steady-state rate constant for unimolecular dissociation (photolysis at 1075.9 cm-1); in the presence of scavenger gases; |
Conditions | Yield |
---|---|
In 2,2,4-trimethylpentane at 240℃; Rate constant; Thermodynamic data; decomposition in sealed tube; | |
In benzene at 240℃; Rate constant; decomposition in sealed tube; | |
In benzene-d6 at 240℃; Rate constant; decomposition in sealed tube; |
n-propyl nitrite
diethylamine
A
propan-1-ol
B
N-Nitrosodiethylamine
Conditions | Yield |
---|---|
With sodium hydroxide In water at 25℃; Rate constant; |
Conditions | Yield |
---|---|
With sodium perchlorate at 25℃; Rate constant; |
N-methyl-N-nitrosotoluene-p-sulfonamide
diethylamine
A
N-Nitrosodiethylamine
B
N-methyl-p-toluenesulfonylamide
Conditions | Yield |
---|---|
In dichloromethane for 16h; Product distribution; Heating; | |
In 1,4-dioxane; water at 25℃; Rate constant; solvent isotope effect (kH/kD); |
Conditions | Yield |
---|---|
With sodium perchlorate at 25℃; Rate constant; |
diethylamine
5-nitro-3,4-diphenyl-4,5-dihydroisoxazole
A
N-Nitrosodiethylamine
B
N,N-diethylphenylacetamide
C
benzonitrile
Conditions | Yield |
---|---|
In benzene for 0.5h; Product distribution; Ambient temperature; other amines and solvents; |
Conditions | Yield |
---|---|
With potassium hydroxide; tetra(n-butyl)ammonium hydroxide; potassium nitrate In dichloromethane; water Product distribution; Mechanism; electrolysis, Pt anode; other amines; | |
With potassium hydroxide; tetra(n-butyl)ammonium hydroxide; potassium nitrate In dichloromethane; water electrolysis, Pt anode; Yield given. Yields of byproduct given; | |
With diethylenetriaminopentaacetic acid; peroxynitrite In phosphate buffer at 37℃; for 0.25h; pH=7.4; Product distribution; Further Variations:; pH-values; |
Conditions | Yield |
---|---|
With potassium nitrososulfonate; sodium carbonate |
diethyl ether
dinitrogen tetraoxide
diethylamine
A
N-Nitrosodiethylamine
B
diethyl-N-nitroamine
Conditions | Yield |
---|---|
at -80℃; |
dichloromethane
dinitrogen tetraoxide
diethylamine
A
N-Nitrosodiethylamine
B
diethyl-N-nitroamine
Conditions | Yield |
---|---|
at 0℃; | |
at -80℃; |
nitric acid
acetic anhydride
diethylamine
A
diethylacetamide
B
N-Nitrosodiethylamine
C
diethyl-N-nitroamine
N,N-diethylcarbamyl chloride
acetonitrile
A
N-Nitrosodiethylamine
B
diethyl-N-nitroamine
C
diethylammonium, NO3(1-)-salt
D
methylammonium carbonate
Conditions | Yield |
---|---|
Produkt5:Distickstoffmonooxid; |
2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphine ruthenium(II) carbonyl
N-Nitrosodiethylamine
Conditions | Yield |
---|---|
In dichloromethane N2-atmosphere; excess nitrosamine, 40°C, 10 min; | 99% |
In dichloromethane N2-atmosphere; excess nitrosamine, 10 min; hexane addn., crystn. (-20°C, 5 d), hand sepn. from Ru-educt; | 71% |
N-Nitrosodiethylamine
[(5,10,15,20-tetraphenylporphyrinato)Fe(N-nitrosodiethylamine)2]ClO4
Conditions | Yield |
---|---|
In toluene (N2); stirring (10 min), addn. of hexane; elem. anal.; | 96% |
N-Nitrosodiethylamine
[(5,10,15,20-tetraphenylporphyrinato)Fe(THF)2]ClO4
[(5,10,15,20-tetraphenylporphyrinato)Fe(N-nitrosodiethylamine)2]ClO4
Conditions | Yield |
---|---|
In toluene byproducts: THF; N2-atmosphere; excess nitrosamine, stirring for 10 min (pptn.); hexane addn., decantation, drying (vac.); elem. anal.; | 96% |
aquanitrosyl(octaethylporphyrinato)ruthenium(II)(1+)
N-Nitrosodiethylamine
[(2,3,7,8,12,13,17,18-octaethylporphyrinato)Ru(NO)(N-nitrosodiethylamine)](1+)
Conditions | Yield |
---|---|
In not given | 82% |
N-Nitrosodiethylamine
[(2,3,7,8,12,13,17,18-octaethylporphyrinato)Ru(NO)(N-nitrosodiethylamine)]BF4
Conditions | Yield |
---|---|
In dichloromethane byproducts: water; N2-atmosphere; excess nitrosamine, stirring for 5 min; hexane addn., cooling to -20°C for 3 d (pptn.), decantation, drying (vac.); elem. anal.; | 82% |
N-Nitrosodiethylamine
carbonyl(5,10,15,20-tetra-p-tolyl-porphyrinato)osmium(II)
Conditions | Yield |
---|---|
In dichloromethane N2-atmosphere; excess nitrosamine, heating and stirring for 10 min; solvent removal, recrystn. (CH2Cl2/hexane, -20°C overnight), decantation, washing (hexane), drying (vac.); elem. anal.; | 74% |
Conditions | Yield |
---|---|
With isocyanate de chlorosulfonyle In diethyl ether for 10h; Ambient temperature; | 72% |
Conditions | Yield |
---|---|
In dichloromethane N2-atmosphere; excess ligand, stirring for 30 min; hexane addn., cooling to -22°C overnight, decantation, washing (hexane), drying (vac., 10 min); elem. anal.; | 70% |
carbonylosmium(II) 2,3,7,8,12,13,17,18-octaethylporphyrinate
N-Nitrosodiethylamine
(2,3,7,8,12,13,17,18-octaethylporphyrinato)Os(CO)(N-nitrosodiethylamine)
Conditions | Yield |
---|---|
In dichloromethane N2-atmosphere; excess nitrosamine, heating and stirring for 10 min; solvent removal, recrystn. (CH2Cl2/hexane, -20°C overnight), decantation, washing (hexane), drying (vac.); elem. anal.; | 66% |
N-Nitrosodiethylamine
[(5,10,15,20-tetraphenylporphyrinato)Fe(THF)2]ClO4
[(5,10,15,20-tetra-p-tolylporphyrinato)Fe(ONNEt2)2]ClO4
Conditions | Yield |
---|---|
In toluene byproducts: C4H8O; (N2, Schlenk) to a toluene-soln. of complex was added nitrosoamine-compound, the mixt. was stirred for 45 min; the solvent was reduced in vol., hexane was added, -22°C overnight, crystals were filtered, washed with hexane, dried in vac.; | 66% |
Conditions | Yield |
---|---|
In toluene for 0.75h; | 66% |
Conditions | Yield |
---|---|
With K2CO3; THF In tetrahydrofuran Irradiation (UV/VIS); Et2NNO and K2CO3 added to soln. of Mo complex in THF, heated under reflux under N2 with W-light irrdn. for 4 h; filtered hot, cooled to room temp., crystals recrystd. from THF; elem. anal.; | A n/a B 60% C n/a D n/a |
Conditions | Yield |
---|---|
With hydrogenchloride; amalgamated zinc | 52% |
With lithium aluminium tetrahydride; diethyl ether | |
With water; zinc |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid at 23℃; for 48h; Irradiation; Inert atmosphere; Sealed tube; Overall yield = 79 percent; regioselective reaction; | A 39% B 40% |
ethylmagnesium iodide
diethyl ether
N-Nitrosodiethylamine
A
ethane
B
aldehyde diethylhydrazone
Conditions | Yield |
---|---|
With diethyl ether |
Conditions | Yield |
---|---|
reagiert analog mit Diphenylnitrosamin; |
Conditions | Yield |
---|---|
With diethyl ether |
Conditions | Yield |
---|---|
at 100℃; Photolysis; |
Conditions | Yield |
---|---|
With acetic acid; zinc |
Conditions | Yield |
---|---|
With dichloromethane; dihydrogen peroxide; trifluoroacetic anhydride | |
With oxygen; tetraethylammonium perchlorate In acetonitrile at 0℃; electrolysis; | 29 % Turnov. |
Empirical Formula: C4H10N2O
Molecular Weight: 102.135 g/mol
EINECS: 200-226-1
Index of Refraction: 1.442
Density: 0.95 g/cm3
Flash Point: 59 °C
Enthalpy of Vaporization: 39.34 kJ/mol
Boiling Point: 173.9 °C at 760 mmHg
Vapour Pressure: 1.66 mmHg at 25 °C
Storage tempreture: 2-8 °C
Appearance: Clear slightly yellow liquid
Form: Liquid
Color: Yellow
Stable: Stable, but light sensitive. Combustible. Incompatible with strong oxidizing agents, reducing agents.
Structure of N-Nitrosodiethylamine (CAS NO.55-18-5):
IUPAC Name: N,N-Diethylnitrous amide
Product Categories of N-Nitrosodiethylamine (CAS NO.55-18-5): Nitrosamine
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | intraperitoneal | 175mg/kg (175mg/kg) | Carcinogenesis Vol. 5, Pg. 533, 1984. | |
guinea pig | LD50 | oral | 250mg/kg (250mg/kg) | Zeitschrift fuer Krebsforschung. Vol. 69, Pg. 103, 1967. | |
hamster | LD50 | subcutaneous | 232mg/kg (232mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BLOOD: OTHER CHANGES LIVER: OTHER CHANGES | British Journal of Cancer. Vol. 33, Pg. 411, 1976. |
hamster | LD50 | unreported | 246mg/kg (246mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES LIVER: OTHER CHANGES KIDNEY, URETER, AND BLADDER: "INFLAMMATION, NECROSIS, OR SCARRING OF BLADDER" | Journal of the National Cancer Institute. Vol. 49, Pg. 595, 1972. |
mouse | LD50 | intramuscular | 356mg/kg (356mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 17(10), Pg. 51, 1973. | |
mouse | LD50 | intraperitoneal | 132mg/kg (132mg/kg) | JNCI, Journal of the National Cancer Institute. Vol. 62, Pg. 911, 1979. | |
mouse | LD50 | intravenous | 293mg/kg (293mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 17(10), Pg. 51, 1973. | |
mouse | LD50 | oral | 200mg/kg (200mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | National Technical Information Service. Vol. OTS0555387, |
mouse | LD50 | unreported | 210mg/kg (210mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(8), Pg. 11, 1980. | |
rat | LD50 | intraperitoneal | 216mg/kg (216mg/kg) | Biochemical Journal. Vol. 85, Pg. 72, 1962. | |
rat | LD50 | intravenous | 280mg/kg (280mg/kg) | IARC Scientific Publications. Vol. 4, Pg. 45, 1973. | |
rat | LD50 | oral | 220mg/kg (220mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" LIVER: FATTY LIVER DEGERATION | Arzneimittel-Forschung. Drug Research. Vol. 14, Pg. 1167, 1964. |
rat | LD50 | subcutaneous | 195mg/kg (195mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE LIVER: OTHER CHANGES | Experimental Pathology Vol. 27, Pg. 171, 1985. |
rat | LD50 | unreported | 245mg/kg (245mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(8), Pg. 11, 1980. |
NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2A IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 1 ,1972,p. 107.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) , IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 17 ,1978,p. 83.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) , IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 28 ,1982,p. 151.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 17 ,1978,p. 83.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Studies (ipr); Clear Evidence: mouse, rat RRCRBU Recent Results in Cancer Research. 52 (1975),1. . Reported in EPA TSCA Inventory. Community Right-To-Know List.
Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by ingestion, intravenous, intraperitoneal, and subcutaneous routes. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. A transplacental carcinogen. When heated to decomposition it emits toxic fumes of NOx. See also N-NITROSO COMPOUNDS and AMINES.
Hazard Codes of N-Nitrosodiethylamine (CAS NO.55-18-5): T,F
Risk Statements: 45-22-39/23/24/25-23/24/25-11
R11:Highly flammable.
R22:Harmful if swallowed.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R39:Danger of very serious irreversible effects.
R45:May cause cancer.
Safety Statements: 53-45-36/37-16
S16:Keep away from sources of ignition.
S36/37:Wear suitable protective clothing and gloves.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S53:Avoid exposure - obtain special instructions before use.
DFG MAK: Animal Carcinogen, Suspected Human Carcinogen
For occupational chemical analysis use OSHA: #27 or NIOSH: Nitrosamines, 2522.
N-Nitrosodiethylamine ,its cas register number is 55-18-5. It also can be called Nitrosodiethylamine ; N-ethyl-N-nitrosoethanamine ; Ethanamine, N-ethyl-N-nitroso- ;and Diethylnitrosamine . N-Nitrosodiethylamine (CAS NO.55-18-5) reacts with strong oxidizing agents, and can be hydrolyzed by hydrogen bromide in acetic acid .
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