Nitrosamine

HCID 37183

Notes Reactions

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Basic information

CAS: 35576-91-1
Standard SMILES: NN=O
InChIKey: XKLJHFLUAHKGGU-UHFFFAOYSA-N
Molecular formula: H2N2O
Average molar mass: 46.029 g/mol
Monoisotopic mass: 46.01671269

Names & identifiers

Preferred name: Nitrosamine
IUPAC: nitrous amide
English name: Nitrosamine
Molecular formula: H2N2O
Molecular weight: 46.03

Names & synonyms

Nitrosaminenitrous amideNitrosamide35576-91-1N-NITROSAMINELGB75A6POHNSC-223080DTXSID2074037NSC223080RefChem:166119DTXCID6039053CHEBI:35803

Show more names

NitsoamideNitrosoamineNitrosamide (8CI,9CI)35576-91-1---NitrosamineBenserazide Impurity 11 (Nitrosamine)

hydroxydiazeneHYDROXYDIIMIDENITROXYLAMIDEketohydrazineHydroxydiiminediazene-N-oxideNSC 223080UNII-LGB75A6POH

Database identifiers

CAS: 35576-91-1
PubChem CID: 37183
DTXSID: DTXSID2074037
UNII: LGB75A6POH
Nikkaji: J332.210F

Properties

Computed structural properties

XLogP: -0.6
Topological polar surface area: 55.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 3
Formal charge: 0
Complexity: 10

Physicochemical properties

Melting point: 62 °C · 62 °C
Boiling point: 191 · 191-195 °C
Density: 1.53 · 1.53±0.1 g/cm3(Predicted)
pka: -4.2 · -4.20±0.70(Predicted)
FDA UNII: 75 A6POH · LGB75A6POH
EPA Substance Registry System: Nitrosamine (35576-91-1)

Safety & regulation

Hazard information

Hazards Summary · 1 item

The acute toxicity of the dialkylnitrosamines decreases with increasing chain length. [ACGIH] Appreciation of the carcinogenicity of the nitrosamines has led to their characterization in many occupational and environmental circumstances. N-nitrosodimethylamine (NDMA) has caused fatal hepatic necrosis after acute exposure and liver cirrhosis after chronic exposure. [LaDou, p. 507-8]

Reactive GroupNitro, Nitroso, Nitrate, and Nitrite Compounds, Organic

Reactivity AlertsStrong Oxidizing Agent

Reactivity ProfileNitrated organics, such as NITROSAMINES, range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction.

Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.

Toxicology

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.

Chemistry & industry

Uses & manufacturing

Uses · 3 items

Nitrosamines are produced in foundry, tanning, and rubber manufacturing processes. Nitrosamines are carcinogens in experimental animals. [Hawley] Sources of exposure include cigarette smoking, cured or smoked meat and fish, metalworking fluids, rubber vulcanization, leather tanning, and endogenous nitrosation of drugs in the stomach. [Rom, p. 1229-31]

Metal Preparation and Pouring [Category: Foundry]；Metal Machining [Category: Heat or Machine]；Leather Tanning and Processing [Category: Industry]

Smoking cigarettes [Category: Food & Drugs]