S2252
Sodium nitrite
ReagentPlus®, ≥99.0%
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Fórmula lineal:
NaNO2
Número CAS:
Peso molecular:
69.00
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352302
EC Number:
231-555-9
MDL number:
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Permítanos ayudarleNombre del producto
Sodium nitrite, ReagentPlus®, ≥99.0%
InChI key
LPXPTNMVRIOKMN-UHFFFAOYSA-M
InChI
1S/HNO2.Na/c2-1-3;/h(H,2,3);/q;+1/p-1
SMILES string
[Na+].[O-]N=O
product line
ReagentPlus®
assay
≥99.0%
form
powder or crystals
autoignition temp.
914 °F
pH
9 (20 °C, 100 g/L)
mp
271 °C (lit.)
Quality Level
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Categorías relacionadas
Application
Sodium nitrite can be used as a reagent in:
It can also be used as a nitrating agent in organic synthesis.
It is used in direct C-H nitration, ipso-nitration, and nitration via transition metal-catalyzed cross-coupling reaction. NaNO2 is also used as a co-catalyst for catalytic oxidation of alcohols under aerobic, solvent-free conditions.
- In the conversion of amines into diazo compounds, which are used as key precursors to many dyes, such as diazo dyes.
- Nef reaction and Abidi transformations.
- The C–C bond cleavage reaction in the presence of TFA under aerobic conditions.
- The oxidative carbonitration of alkenes in the presence of K2S2O8.
It can also be used as a nitrating agent in organic synthesis.
It is used in direct C-H nitration, ipso-nitration, and nitration via transition metal-catalyzed cross-coupling reaction. NaNO2 is also used as a co-catalyst for catalytic oxidation of alcohols under aerobic, solvent-free conditions.
General description
Sodium nitrite is an air-sensitive and hygroscopic solid with both reducing and oxidizing properties. It is commonly used as a reagent and catalyst in synthetic organic chemistry. It is decomposed by acids (even weak acids) with the evolution of a brown mixture of nitrogen oxides (NOx).
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Aquatic Acute 1 - Eye Irrit. 2 - Ox. Sol. 3
Clase de almacenamiento
5.1B - Oxidizing hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Lucas C Pinheiro et al.
Free radical biology & medicine, 53(4), 701-709 (2012-06-23)
The new pathway nitrate-nitrite-nitric oxide (NO) has emerged as a physiological alternative to the classical enzymatic pathway for NO formation from l-arginine. Nitrate is converted to nitrite by commensal bacteria in the oral cavity and the nitrite formed is then
Edward H Oldfield et al.
Journal of neurosurgery, 119(3), 634-641 (2013-05-28)
Intravenous sodium nitrite has been shown to prevent and reverse cerebral vasospasm in a primate model of subarachnoid hemorrhage (SAH). The present Phase IIA dose-escalation study of sodium nitrite was conducted to determine the compound's safety in humans with aneurysmal
Paul J Shami et al.
Journal of medicinal chemistry, 49(14), 4356-4366 (2006-07-11)
The literature provides evidence that metabolic nitric oxide (NO) release mediates the cytotoxic activities (against human leukemia and prostate cancer xenografts in mice) of JS-K, a compound of structure R(2)N-N(O)=NO-Ar for which R(2)N is 4-(ethoxycarbonyl)piperazin-1-yl and Ar is 2,4-dinitrophenyl. Here
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