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S2252

Sigma-Aldrich

Sodium nitrite

ReagentPlus®, ≥99.0%

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Linear Formula:
NaNO2
CAS Number:
Molecular Weight:
69.00
EC Number:
MDL number:
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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1 of 4

This Item
23721390190367398
Sodium nitrite ReagentPlus®, ≥99.0%

S2252

Sodium nitrite

-
Sodium nitrite ACS reagent, ≥97.0%

237213

Sodium nitrite

Essential Grade
Sodium nitrite anhydrous, Redi-Dri™, ReagentPlus®, ≥99.0%

901903

Sodium nitrite

-
Sodium nitrite analytical standard

67398

Sodium nitrite

-
assay

≥99.0%

assay

≥97.0%

assay

≥99.0%

assay

≥99.999% trace metals basis, 98.0-102.0% (RT)

Quality Level

200

Quality Level

200

Quality Level

-

Quality Level

100

pH

9 (20 °C, 100 g/L)

pH

-

pH

9

pH

-

mp

271 °C (lit.)

mp

271 °C (lit.)

mp

271 °C (lit.)

mp

271 °C (lit.)

product line

ReagentPlus®

product line

-

product line

ReagentPlus®, Redi-Dri

product line

-

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

signalword

Danger

Hazard Classifications

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

Storage Class

5.1B - Oxidizing hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Macrophages are classified upon activation as classical activated M1 and M2 anti-inflammatory regulatory populations. This macrophage polarization is well characterized in humans and mice, but M1/M2 profile in cattle has been far less explored. Bos primigenius taurus (taurine) and Bos
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
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
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

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