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S2002

Sigma-Aldrich

Sodium azide

ReagentPlus®, ≥99.5%

Synonym(s):

Hydrazoic acid sodium salt

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About This Item

Linear Formula:
NaN3
CAS Number:
26628-22-8
Molecular Weight:
65.01
EC Number:
247-852-1
MDL number:
MFCD00003536
UNSPSC Code:
12352201
PubChem Substance ID:
24899504
NACRES:
NA.21

biological source

synthetic (inorganic)

Quality Level

200

product line

ReagentPlus®

assay

≥99.5%

form

powder

storage condition

(Tightly closed. Dry. Keep in a well-ventilated place. Do not store near acids.)

technique(s)

cell based assay: suitable
immunohistochemistry: suitable

color

white

mp

370-425 °C

solubility

soluble 65 g/L at 20 °C (completely)

suitability

suitable for chromatography
suitable for derivatization

application(s)

sample preparation

SMILES string

[Na]N=[N+]=[N-]

InChI

1S/N3.Na/c1-3-2;/q-1;+1

InChI key

PXIPVTKHYLBLMZ-UHFFFAOYSA-N

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General description

Sodium Azide (NaN3) is a potent inhibitor – a water-soluble crystalline powder that′s odorless. Widely recognized for its versatile applications, it plays a pivotal role across molecular biology, cell culture, and biochemical research. Sodium azide is commonly used as a bacteriostatic preservative in aqueous laboratory reagents and biological fluids. It is also a metabolic inhibitor, which inhibits oxidative phosphorylation. In cell culture, it maintains the integrity of your cell lines by preventing microbial contamination. Its application extends to molecular biology, where it aids in preserving nucleic acids for downstream analysis, ensuring the fidelity of your results.

Application

Baylis-Hillman acetates such as ethyl 2-(acetoxyphenylmethyl)acrylate can undergo nucleophilic displacement by sodium azide in aqueous medium to form ethyl (E)-2-azidomethyl-3-phenylpropenoate.
Sodium azide is suitable for use in histopathology to prepare and store tissue samples. Also used as a component of staining buffer (HEPES buffer) for whole mount immunolabelling.
Catalyst for:

  • Oxidative decarboxylation
  • Michael addition reactions

Reagent for synthesis of
  • Blue fluorescent copolymers
  • Metal phosphonates
  • Arenes via aminations

Biochem/physiol Actions

Sodium azide is clinically used as a preservative in diluting fluid for counting red blood cells. It prevents capping and internalization of fluorescent surface-bound antibodies in various scientific applications, including flow cytometry.

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Legal Information

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

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Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2 Oral

target_organs

Brain

supp_hazards

EUH032

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
STBK6449
STBK6450
STBK5137
STBK5136
MKCQ1781

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Nucleophilic displacement by azide and cyanide on Baylis-Hillman acetates in water.
Yadav JS, et al.
Tetrahedron Letters, 46(16), 2761-2763 (2005)
Calcium uptake by rat kidney mitochondria.
DeLuca HF and Engstrom GW.
Proceedings of the National Academy of Sciences of the USA, 47(11), 1744-1750 (1961)
Sodium azide, a bacteriostatic preservative contained in commercially available laboratory reagents, influences the responses of human platelets via the cGMP/PKG/VASP pathway.
Russo I, et al.
Clinical Biochemistry, 41(4), 343-349 (2008)
Xiaohua Sun et al.
Organic letters, 9(22), 4495-4498 (2007-10-04)
A novel intermolecular cross-double-Michael addition between nitro and carbonyl activated olefins has been developed through Lewis base catalysis. The reaction took place with a large group of beta-alkyl nitroalkenes and alpha,beta-unsaturated ketone/esters, producing an allylic nitro compound in good to
Y. Wada, et al.,
Tetrahedron, 65, 1059-1062 (2009)
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