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Merck
CN

S2252

Sodium nitrite

ReagentPlus®, ≥99.0%

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About This Item

Linear Formula:
NaNO2
CAS Number:
Molecular Weight:
69.00
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352302
EC Number:
231-555-9
MDL number:
Assay:
≥99.0%
Form:
powder or crystals
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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

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


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Danger

Hazard Classifications

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

Storage Class

5.1B - Oxidizing hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

危险化学品

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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



Global Trade Item Number

SKUGTIN
S2252-2.5KG04061832584577
S2252-25KG04061833642160
S2252-500G04061835279265
S2252-60KG04061833461310