Isobutyl nitrite, C4H9NO2, is an alkyl nitrite, an ester of isobutanol and nitrous acid. Its chemical structure is (CH3)2CH-CH2-ONO.

Isobutyl nitrite[1]
Names
Preferred IUPAC name
2-Methylpropyl nitrite
Other names
Isobutyl nitrite
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.008.018 Edit this at Wikidata
UNII
  • InChI=1S/C4H9NO2/c1-4(2)3-7-5-6/h4H,3H2,1-2H3 checkY
    Key: APNSGVMLAYLYCT-UHFFFAOYSA-N checkY
  • InChI=1/C4H9NO2/c1-4(2)3-7-5-6/h4H,3H2,1-2H3
    Key: APNSGVMLAYLYCT-UHFFFAOYAF
  • O=NOCC(C)C
Properties
C4H9NO2
Molar mass 103.11976
Appearance Colorless liquid
Odor Almond-like[2]
Density 0.87 g/mL
Boiling point 67 °C (153 °F; 340 K)
Slightly soluble
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Highly flammable
Legal status
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Isobutyl nitrite is a pungent colorless liquid. It acts as a vasodilator, and is used as an inhalant recreational drug, poppers.

Applications

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Isobutyl nitrite is one of the compounds used as poppers, an inhalant drug that induces a brief euphoria. Also, it is used as part of the antidote package for cyanide poisoning.[medical citation needed]

Safety

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May cause headaches, dizziness and fainting. Isobutyl nitrite is poisonous to people with glucose-6-phosphate dehydrogenase deficiency.[4]

References

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  1. ^ Merck Index, 11th Edition, 5032.
  2. ^ CDC - NIOSH Pocket Guide to Chemical Hazards
  3. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  4. ^ Bubp, Jeff; Jen, Marilyn; Matuszewski, Karl (September 2015). "Caring for Glucose-6-Phosphate Dehydrogenase (G6PD)–Deficient Patients: Implications for Pharmacy". Pharmacy and Therapeutics. 40 (9): 572–574. ISSN 1052-1372. PMC 4571844. PMID 26417175.