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S2252
Natriumnitrit
ReagentPlus®, ≥99.0%
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About This Item
Lineare Formel:
NaNO2
CAS-Nummer:
Molekulargewicht:
69.00
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352302
PubChem Substanz-ID:
NACRES:
NA.21
Empfohlene Produkte
Qualität
reagent
Qualitätsniveau
Produktlinie
ReagentPlus®
Assay
≥99.0%
Form
powder or crystals
Selbstzündungstemp.
914 °F
pH-Wert
9 (20 °C, 100 g/L)
mp (Schmelzpunkt)
271 °C (lit.)
SMILES String
[Na+].[O-]N=O
InChI
1S/HNO2.Na/c2-1-3;/h(H,2,3);/q;+1/p-1
InChIKey
LPXPTNMVRIOKMN-UHFFFAOYSA-M
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Allgemeine Beschreibung
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).
Anwendung
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.
Rechtliche Hinweise
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
Signalwort
Danger
H-Sätze
Gefahreneinstufungen
Acute Tox. 3 Oral - Aquatic Acute 1 - Eye Irrit. 2 - Ox. Sol. 3
Lagerklassenschlüssel
5.1B - Oxidizing hazardous materials
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
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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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