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S2252

Sigma-Aldrich

Sodium nitrite

ReagentPlus®, ≥99.0%

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About This Item

Formule linéaire :
NaNO2
Numéro CAS:
7632-00-0
Poids moléculaire :
69.00
Numéro CE :
231-555-9
Numéro MDL:
MFCD00011118
Code UNSPSC :
12352302
ID de substance PubChem :
329824517
Nomenclature NACRES :
NA.21

Niveau de qualité

200

Gamme de produits

ReagentPlus®

Pureté

≥99.0%

Forme

powder or crystals

Température d'inflammation spontanée

914 °F

pH

9 (20 °C, 100 g/L)

Pf

271 °C (lit.)

Chaîne SMILES 

[Na+].[O-]N=O

InChI

1S/HNO2.Na/c2-1-3;/h(H,2,3);/q;+1/p-1

Clé InChI

LPXPTNMVRIOKMN-UHFFFAOYSA-M

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Description générale

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).

Application

Sodium nitrite can be used as a reagent in:      
  • 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.

Informations légales

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictogrammes

Flame over circleSkull and crossbonesEnvironment
GHS03,GHS06,GHS09

Mention d'avertissement

Danger

Mentions de danger

H272,H301,H319,H400

Classification des risques

Acute Tox. 3 Oral - Aquatic Acute 1 - Eye Irrit. 2 - Ox. Sol. 3

Code de la classe de stockage

5.1B - Oxidizing hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Arda Gülay et al.
mBio, 10(6) (2019-11-07)
Nitrification, the oxidative process converting ammonia to nitrite and nitrate, is driven by microbes and plays a central role in the global nitrogen cycle. Our earlier investigations based on 16S rRNA and amoA amplicon analysis, amoA quantitative PCR and metagenomics
Anne C Rios et al.
Cancer cell, 35(4), 618-632 (2019-04-02)
Breast tumors are inherently heterogeneous, but the evolving cellular organization through neoplastic progression is poorly understood. Here we report a rapid, large-scale single-cell resolution 3D imaging protocol based on a one-step clearing agent that allows visualization of normal tissue architecture
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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