Structure via PubChem · Public domain (PubChem)
amyl nitrite
Sign in to saveAlso known as isoamyl nitrite, 3-methylbutyl nitrite, isopentyl nitrite, 3-methyl-1-nitrosooxybutane, pentyl alcohol nitrite, poppers, Nitramyl
chemical compound
In the Vinony graph
Within Vinony's link graph, amyl nitrite is referenced by 299 other articles, and connects out to vomiting, angina pectoris and oxidizing agent.
It sits within the topics Alkyl nitrites, Antianginals and Antidotes.
Its subject is documented across 32 Wikipedia language editions.
Key facts
- Other names
- Isoamyl nitrite, Isopentyl nitrite, Nitramyl, 3-methyl-1-nitrosooxybutane, Pentyl alcohol nitrite (ambiguous), poppers (ambiguous, colloquial, slang)
- Atc code
- V03AB22 ( WHO )
- Cas number
- 110-46-3
- Drugbank
- DB01612
- Unii
- 5N0U5TUC9Z
- Kegg
- D00517
- Chebi
- CHEBI:2691
- Comptox dashboard u s environmental prot
- DTXSID9025455
- Formula
- C 5 H 11 N O 2
- Molar mass
- 117.148 g·mol
- 3d model jsmol
- Interactive image
- Density
- 0.872 g/cm
- Boiling point
- 99 °C (210 °F)
- Solubility in water
- Slightly soluble mg/mL (20 °C)
via Wikipedia infobox
Chemical data
- Formula
- C5H11NO2
- Molecular weight
- 117.15 g/mol
- IUPAC name
- 3-methylbutyl nitrite
- SMILES
- CC(C)CCON=O
- InChIKey
- OWFXIOWLTKNBAP-UHFFFAOYSA-N
- XLogP
- 1.7
- Polar surface area
- 38.7 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 117.078978592
Show 3 more facts
- chemical formula
- C₅H₁₁NO₂
- Commons category
- Isoamyl nitrite
- canonical SMILES
- CC(C)CCON=O
Sources (7)
via Wikidata · CC0
~13 min read
Encyclopedic overview
Amyl nitrite is a chemical compound with the formula C5H11NO2. A variety of isomers are known, but they all feature an amyl group attached to the nitrite functional group. The alkyl group (the amyl in this case) is unreactive and the chemical and biological properties are mainly due to the nitrite group. Like other alkyl nitrites, amyl nitrite is bioactive in mammals, being a vasodilator, which is the basis of its use as a prescription medicine. As an inhalant, it also has a psychoactive effect, which has led to its recreational use, with its smell being described as that of old socks or dirty feet.
It was first documented in 1844 and came into medical use in 1867.
Excerpted from Wikipedia’s “amyl nitrite” article, available under the CC BY-SA 4.0 licence.