N-Nitrosodiethylamine

N-Nitrosodiethylamine (NDEA) is an organic compound with the formula Et2NNO (Et = C2H5). A member of the nitrosamines, it is carcinogenic and mutagenic.[2] It is a pale yellow liquid with an amine or aromatic odor.

Not to be confused with N-Nitrosodimethylamine.

N-Nitrosodiethylamine

Names
Preferred IUPAC name N,N-Diethylnitrous amide
Other names N-Ethyl-N-nitrosoethanamine Diethylnitrosamine DENA NDEA
Identifiers
CAS Number	55-18-5^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:34873
ChemSpider	5708
ECHA InfoCard	100.000.206
EC Number	214-237-4
KEGG	C14422
MeSH	D004052
PubChem CID	5921
UNII	3IQ78TTX1A^Y
CompTox Dashboard (EPA)	DTXSID2021028
InChI InChI=1S/C4H10N2O/c1-3-6(4-2)5-7/h3-4H2,1-2H3 Key: WBNQDOYYEUMPFS-UHFFFAOYSA-N
SMILES CCN(CC)N=O
Properties
Chemical formula	C4H10N2O
Molar mass	102.137 g·mol^−1
Appearance	Yellow liquid[1]
Density	0.95 g/mL[1]
Boiling point	177 °C (351 °F; 450 K)[1]
Magnetic susceptibility (χ)	-59.3·10^−6 cm^3/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

It is found in tobacco smoke.[3][4]

It is classified as a Group 2A carcinogen (probable human carcinogen) by the World Health Organization.[5]

References

1. "N-Nitrosodiethylamine". Sigma-Aldrich.
2. Verna, L; Whysner, J; Williams, G. M. (1996). "N-nitrosodiethylamine mechanistic data and risk assessment: Bioactivation, DNA-adduct formation, mutagenicity, and tumor initiation". Pharmacology & Therapeutics. 71 (1–2): 57–81. doi:10.1016/0163-7258(96)00062-9. PMID 8910949.
3. Tricker, A. R.; Ditrich, C; Preussmann, R (1991). "N-nitroso compounds in cigarette tobacco and their occurrence in mainstream tobacco smoke". Carcinogenesis. 12 (2): 257–61. doi:10.1093/carcin/12.2.257. PMID 1995191.
4. Talhout, Reinskje; Schulz, Thomas; Florek, Ewa; Van Benthem, Jan; Wester, Piet; Opperhuizen, Antoon (2011). "Hazardous Compounds in Tobacco Smoke". International Journal of Environmental Research and Public Health. 8 (12): 613–628. doi:10.3390/ijerph8020613. ISSN 1660-4601. PMC 3084482. PMID 21556207.
5. "List of Classifications, Volumes 1-115". IARC Monographs on the Evaluation of Risk to Humans. International Agency for Research on Cancer. February 22, 2016. Archived from the original on June 10, 2017. Retrieved July 26, 2016.