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S2252

Sigma-Aldrich

Sodium nitrite

ReagentPlus®, ≥99.0%

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About This Item

Linear Formula:
NaNO2
CAS Number:
Molecular Weight:
69.00
EC Number:
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.21

Quality Level

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.)

SMILES string

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

InChI

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

InChI key

LPXPTNMVRIOKMN-UHFFFAOYSA-M

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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).

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.

Legal Information

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

5.1B - Oxidizing hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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