S2002

Sigma-Aldrich

Sodium azide

ReagentPlus®, ≥99.5%

Synonym(s):
NSC 3072, Hydrazoic acid sodium salt
Linear Formula:
NaN3
CAS Number:
Molecular Weight:
65.01
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

biological source

synthetic (inorganic)

product line

ReagentPlus®

assay

≥99.5%

form

powder

mp

370-425 °C

solubility

soluble 65 g/L at 20 °C (completely)

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 is commonly used as a bacteriostatic preservative for biological samples and also as a source to generate gas in automobile airbags. It is also a metabolic inhibitor, which inhibits oxidative phosphorylation.

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.
Catalyst for:
  • Oxidative decarboxylation
  • Michael addition reactions

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

Involved in regioselective synthesis of prianosin B

Packaging

25 kg in poly drum
5, 25, 100, 500 g in poly bottle
2 kg in poly bottle

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

signalword

Danger

hazcat

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_code

6.1B - Non-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

Certificate of Analysis

Certificate of Origin

  1. What concentrations of Product S2002, Sodium azide, are used as a preservative?

    Typical concentrations for use are from 0.02 % to 0.1 %.

  2. How can I determine the concentration of sodium azide in solution?

    Sodium azide forms a 3,5-dinitrobenzoyl derivative that can be quantified by liquid chromatography.  This method is reported in the Journal of Chromatography, 5, 597 (1982).

  3. Are there any hazards associated with the disposal of Product S2002, Sodium azide?

    Sodium azide can form metal azides.  If you have metal pipes for your plumbing, you should not dispose of solutions down them. 

  4. How stable are solutions of Product S2002, Sodium azide?

    At a neutral pH sodium azide solutions are fairly stable.  Under acidic conditions it is converted to hydrazoic acid, a volatile gas.

  5. How does Product S2002, Sodium azide, inhibit certain metalloenzymes?

    The mechanism of sodium azide inhibition may be due to metal ion complexation and displacement from the enzyme.

  6. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  7. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  8. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  9. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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)
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)
Nucleophilic displacement by azide and cyanide on Baylis-Hillman acetates in water.
Yadav JS, et al.
Tetrahedron Letters, 46(16), 2761-2763 (2005)
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...
H. Chen, et al.,
Macromolecules, 43, 3613-3623 (2010)
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