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Ethyl nitrite

Ethyl nitrite

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Ethyl nitrite
Ethyl-nitrite-2D-skeletal.png
Ethyl nitrite 3d structure.png
Names
Preferred IUPAC name
Ethyl nitrite
Other names
1-Nitrosooxyethane
Ethyl alcohol nitrite
Nitrous acid
Nitrous ether
Ethyl ester
Nitrethyl
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.003.385
PubChem CID
UNII
  • InChI=1S/C2H5NO2/c1-2-5-3-4/h2H2,1H3 checkY
    Key: QQZWEECEMNQSTG-UHFFFAOYSA-N checkY
  • InChI=1/C2H5NO2/c1-2-5-3-4/h2H2,1H3
    Key: QQZWEECEMNQSTG-UHFFFAOYAU
  • O=NOCC
Properties
C2H5NO2
Molar mass 75.067 g·mol−1
Boiling point 17 °C (63 °F; 290 K)
5.07 g/100 ml
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
NFPA 704 (fire diamond)
2
4
4
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

The chemical compound ethyl nitrite is an alkyl nitrite with a chemical formula C2H5NO2. It may be prepared from ethanol.

Preparation of ethyl nitrite.png

Uses

It is used as a reagent with butanone to yield the dimethylglyoxime end product.Preparation of dimethylglyoxime.png

Ethyl nitrite is the main ingredient in a traditional ethanol-based South African remedy for colds and flu known as Witdulsies, which is sold in pharmacies. It is known as a traditional Afrikaans remedy; the same remedy is apparently made by the Amish in the US. However, FDA has blocked over-the-counter sales of this same remedy, known in the US as sweet nitrite or sweet spirit of nitre, since 1980. Its use has been associated with fatal methemoglobinemia.

Methemoglobinemia is the primary toxic effect of ethyl nitrite. Due to ethyl nitrite's high volatility and faint smell, in the presence of ethyl nitrite vapors, it is easy to breath a high dose of it without realizing, resulting in methemoglobinemia,which may or may not be severe, or even fatal.

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