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438456

Sigma-Aldrich

Sodium azide

≥99.99% trace metals basis

Synonym(s):

Hydrazoic acid sodium salt, NSC 3072

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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:
12352302
PubChem Substance ID:
24867453

Assay

≥99.99% trace metals basis

form

solid

reaction suitability

reaction type: click chemistry

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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Application

Efficient 1,4-addition of azide to a,ß-unsaturated aldehydes in the presence of tertiary amines.

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

suggested gloves for splash protection

Product No.
Description
Pricing

Signal Word

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

Supplementary Hazards

EUH032

Storage Class Code

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBS8408V
MKBQ2534V
MKBL3422V
MKBJ1181V
MKBG4277V

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Synthetic Communications, 37, 1027-1027 (2007)
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)
H. Chen, et al.,
Macromolecules, 43, 3613-3623 (2010)
G. I. Borodkin, et al.,
Russ. J. Org. Chem., 40, 1541-1542 (2004)
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