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Isobutyl nitrite[1]
Names
Preferred IUPAC name
2-Methylpropyl nitrite
Other names
Isobutyl nitrite
Identifiers
CAS Number
542-56-3Y
3D model (JSmol)
Interactive image
ChEBI
CHEBI:46643Y
ChemSpider
10493Y
ECHA InfoCard
100.008.018
PubChem CID
10958
UNII
GW9WAB6QOMY
CompTox Dashboard (EPA)
DTXSID3020750
InChI
InChI=1S/C4H9NO2/c1-4(2)3-7-5-6/h4H,3H2,1-2H3Y
Key: APNSGVMLAYLYCT-UHFFFAOYSA-NY
InChI=1/C4H9NO2/c1-4(2)3-7-5-6/h4H,3H2,1-2H3
Key: APNSGVMLAYLYCT-UHFFFAOYAF
SMILES
O=NOCC(C)C
Properties
Chemical formula
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)
Solubility in water
Slightly soluble
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Highly flammable
Legal status
BR: Class C1 (Other controlled substances)[3]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Chemical compound
Isobutyl nitrite, C4H9NO2, is an alkyl nitrite, an ester of isobutanol and nitrous acid. Its chemical structure is (CH3)2CH-CH2-ONO.
Isobutyl nitrite is a pungent colorless liquid. It acts as a vasodilator, and is used as an inhalant recreational drug, poppers.
^Merck Index, 11th Edition, 5032.
^CDC - NIOSH Pocket Guide to Chemical Hazards
^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.
isoamyl nitrite, isopentyl nitrite, isopropyl nitrite, and isobutylnitrite. These substances are subject to different regulations, for example, isobutyl nitrite...
a treatment. Isobutylnitrite is one of the compounds used as poppers, an inhalant drug that induces a brief euphoria. Isobutylnitrite is known to cause...
induces a brief euphoria. Isopropyl nitrite has largely replaced isobutylnitrite in poppers. Isopropyl nitrite has been associated with eye maculopathy...
The nitrite ion has the chemical formula NO− 2. Nitrite (mostly sodium nitrite) is widely used throughout chemical and pharmaceutical industries. The nitrite...
fruity odor. Another frequently encountered nitrite is amyl nitrite (3-methylbutyl nitrite). Alkyl nitrites were initially, and largely still are, used...
isopropyl nitrite are sold in Europe because only isobutylnitrite is prohibited. In France, the sale of products containing butyl nitrite, pentyl nitrite, or...
animals. A 2006 systematic review supports a "positive association between nitrite and nitrosamine intake and gastric cancer, between meat and processed meat...
The chemical compound ethyl nitrite is an alkyl nitrite with a chemical formula C2H5NO2. It may be prepared from ethanol. It is used as a reagent with...
involves the reduction of nitrous acid in the form of sodium nitrite or potassium nitrite: 2 NaNO2 + 2 NaI + 2 H2SO4 → I2 + 2 Na2SO4 + 2 H2O + 2 NO 2 NaNO2...
nitrite is an organic compound with the chemical formula CH 3ONO. It is a gas, and is the simplest alkyl nitrite. At room temperature, methyl nitrite...
nitrate rely on its conversion to nitrite followed by nitrite-specific tests. The reduction of nitrate to nitrite is effected by a copper-cadmium material...
citrulline accumulates in nitric oxide producing cells along with nitrate and nitrite, the stable end-products of nitric oxide breakdown. Arginine plays an important...
Pentyl nitrite is a chemical compound with the molecular formula, classified as an alkyl nitrite, used as an antihypertensive medicine. It is also used...
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...
an inhaled drug which contains a range of alkyl nitrites, such as isobutylnitrite and amyl nitrite. Despite its primary usage as a potent vasodilator...
butyl and isobutylnitrite (collectively known as alkyl nitrites) are clear, yellow liquids inhaled for their intoxicating effects. Nitrites originally...
mix, are commonly known as "gelatins". Following the discovery that amyl nitrite helped alleviate chest pain, the physician William Murrell experimented...
Retrieved 2023-05-18. Nickerson M, Parker JO, Lowry TP, Swenson EW (1979). IsobutylNitrite and Related Compounds (PDF) (1st ed.). San Francisco California: PHARMEX...
nitrite and butyl nitrite, it acts as an antianginal due to vasodilation. The compound is colorless, volatile liquid. Inhaling the cyclohexyl nitrite...
in the blood. Standard pharmaceuticals such as nitroglycerine and amyl nitrite are precursors to nitric oxide. Low levels of nitric oxide production are...
compounds (e.g., nitrosamines, RN(−R’)−N=O), and O-nitroso compounds (alkyl nitrites; RO−N=O). Nitroso compounds can be prepared by the reduction of nitro compounds...
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