Butyl nitrite

Butyl nitrite is the organic compound with the formula CH3(CH2)3ONO. It is an alkyl nitrite made from n-butanol. Butyl nitrite is used recreationally as poppers. Synonyms include 1-butyl nitrite, n-butyl nitrite and nitrous acid butyl ester.

Butyl nitrite
Clinical data
ATC code
  • none
Legal status
Legal status
  • UK: Controlled Drug (Medicines Act 1968)
  • US: Unscheduled (illegal under Anti-Drug Abuse Act of 1988)
Identifiers
IUPAC name
  • 1-nitrosooxybutane
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.008.057
Chemical and physical data
FormulaC4H9NO2
Molar mass103.121 g·mol−1
3D model (JSmol)
Boiling point78.0 °C (172.4 °F)
SMILES
  • CCCCON=O
InChI
  • InChI=1S/C4H9NO2/c1-2-3-4-7-5-6/h2-4H2,1H3 Y
  • Key:JQJPBYFTQAANLE-UHFFFAOYSA-N Y
  (verify)

It can be prepared by treating nitrous acid (generated in situ with n-butanol.[1]

Applications

Butyl nitrite is one of the compounds used as poppers, inhalant drugs that induce brief euphoria. It was developed by Clifford Hassing,[2][3] a graduate student in Los Angeles, as a faster-acting analog of alkyl nitrite. Among the inhalants' trade names are Rush, Locker Room, and Bolt. They are sometimes marketed as "Cleaner", liquid incense, or room odorizer. It is used for its euphoric effect and for relaxing the smooth muscles during sexual intercourse.[2][3]

See also
  • tert-butyl nitrite

References
  1. Noyes WA (1936). "N-Butyl Nitrite". Organic Syntheses. 16: 7. doi:10.15227/orgsyn.016.0007.
  2. Orlean SC (5 February 1980). "Doctors Say It Can Kill You, but Butyl Nitrite Is a Legal High in Portland". Willamette Week. Retrieved 5 June 2022.
  3. Mack D (27 July 2021). "This Man Does Not Make Poppers". BuzzFeed News. Retrieved 5 June 2022.


This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.