Isopropyl nitrite

Isopropyl nitrite
Clinical data
Other names	Isopropyl alcohol nitrite; nitrous acid, isopropyl ester; 1-methylethyl nitrite; 2-propyl nitrite
ATC code	None;
Legal status
Legal status	UK: Controlled Drug (Medicines Act 1968) ; US: Unscheduled (illegal under Crime Control Act of 1990) ;
Identifiers
	IUPAC name 2-propyl nitrite;
CAS Number	541-42-4 ;
PubChem CID	10929;
ChemSpider	10466 ;
UNII	2T3Y2PS0ZE;
CompTox Dashboard (EPA)	DTXSID3052191 ;
ECHA InfoCard	100.007.982
Chemical and physical data
Formula	C3H7NO2
Molar mass	89.09 g·mol−1
3D model (JSmol)	Interactive image;
Density	0.8684 g/cm3
Boiling point	40 °C (104 °F)
	SMILES O=NOC(C)C;
	InChI InChI=1S/C3H7NO2/c1-3(2)6-4-5/h3H,1-2H3 ; Key:SKRDXYBATCVEMS-UHFFFAOYSA-N ;
	(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

Lide DR, ed. (2004). Handbook of Chemistry and Physics (85th ed.). CRC Press. ISBN 978-0-8493-0485-9.
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.
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.

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

[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.

[pmid20942681-3] 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.