Isopropyl nitrite

Isopropyl nitrite
Clinical data
Other namesIsopropyl alcohol nitrite; nitrous acid, isopropyl ester; 1-methylethyl nitrite; 2-propyl nitrite
ATC code
  • None
Identifiers
IUPAC name
  • 2-propyl nitrite
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.007.982
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Chemical and physical data
FormulaC3H7NO2
Molar mass89.09 g·mol−1
3D model (JSmol)
Density0.8684 g/cm3
Boiling point40 °C (104 °F)
SMILES
  • O=NOC(C)C
InChI
  • InChI=1S/C3H7NO2/c1-3(2)6-4-5/h3H,1-2H3 checkY
  • Key:SKRDXYBATCVEMS-UHFFFAOYSA-N checkY
  (verify)

The chemical compound isopropyl nitrite (or 2-propyl nitrite) is an alkyl nitrite made from isopropanol. It is a clear pale yellow oil that is insoluble in water.[1]

Isopropyl nitrite in a glass bottle

Applications

Isopropyl nitrite is one of the compounds used as poppers, an inhalant drug that induces a brief euphoria. Isopropyl nitrite has largely replaced isobutyl nitrite in poppers.

Safety

For more information, see poppers.

Isopropyl nitrite has been associated with eye maculopathy, visual impairment with central scotomata, bilateral foveal yellow spots, and inner segment/outer segment (IS/OS) junction disruption,[2] which may be reversible.[3]

References

  1. ↑ Lide DR, ed. (2004). Handbook of Chemistry and Physics (85th ed.). CRC Press. ISBN 978-0-8493-0485-9.
  2. ↑ Davies AJ, Kelly SP, Naylor SG, Bhatt PR, Mathews JP, Sahni J, et al. (November 2012). "Adverse ophthalmic reaction in poppers users: case series of 'poppers maculopathy'". Eye. 26 (11): 1479–1486. doi:10.1038/eye.2012.191. PMC 3496104. PMID 23079752.
  3. ↑ Vignal-Clermont C, Audo I, Sahel JA, Paques M (October 2010). "Poppers-associated retinal toxicity". The New England Journal of Medicine. 363 (16): 1583–5. doi:10.1056/NEJMc1005118. PMID 20942681.
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