N-Nitrosodiethylamine

N-Nitrosodiethylamine
Names
Preferred IUPAC name
Diethylnitrous amide
Other names
N-Ethyl-N-nitrosoethanamine
Diethylnitrosamine
DENA
NDEA
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.000.206
EC Number
  • 214-237-4
KEGG
MeSH D004052
UNII
  • InChI=1S/C4H10N2O/c1-3-6(4-2)5-7/h3-4H2,1-2H3
    Key: WBNQDOYYEUMPFS-UHFFFAOYSA-N
  • CCN(CC)N=O
Properties
C4H10N2O
Molar mass 102.137 g·mol−1
Appearance Yellow liquid
Density 0.95 g/mL
Boiling point 177 °C (351 °F; 450 K)
−59.3·10−6 cm3/mol
Related compounds
Related compounds
 Diethylamine, N-Nitrosodimethylamine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

N-Nitrosodiethylamine (NDEA) is an organic compound with the formula Et2NNO (Et = C2H5). A member of the nitrosamines, it is a light-sensitive, volatile, clear yellow oil that is soluble in water, lipids, and other organic solvents. It has an amine or aromatic odor. It is used as gasoline and lubricant additive, antioxidant, and stabilizer for industry materials. When heated to decomposition, N-nitrosodiethylamine emits toxic fumes of nitrogen oxides. N-Nitrosodiethylamine affects DNA integrity, probably by alkylation, and is used in experimental research to induce liver tumorigenesis. It is carcinogenic and mutagenic. NDEA has also been found to perturb amino acid biosynthesis including arginine, as well as DNA damage repair and mitochondrial genome maintenance in yeast.

It is found in tobacco smoke.

It is classified as a Group 2A carcinogen (probable human carcinogen) by the World Health Organization.

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