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438456

Sigma-Aldrich

Sodium azide

≥99.99% trace metals basis

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

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

Packaging

5, 25 g in poly bottle

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Synthetic Communications, 37, 1027-1027 (2007)
H. Chen, et al.,
Macromolecules, 43, 3613-3623 (2010)
Y. Wada, et al.,
Tetrahedron, 65, 1059-1062 (2009)
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
Deng-Ke Cao et al.
Inorganic chemistry, 44(10), 3599-3604 (2005-05-10)
Based on the [hydroxy(4-pyridyl)methyl]phosphonate ligand, three compounds with formula Ni{(4-C(5)H(4)N)CH(OH)PO(3)}(H(2)O) (1), Cd{(4-C(5)H(4)N)CH(OH)PO(3)}(H(2)O) (2), and Gd{(4-C(5)H(4)N)CH(OH)P(OH)O(2)}(3).6H(2)O (3) have been synthesized under hydrothermal conditions. The crystal data for 1 are as follows: orthorhombic, space group Pbca, a = 8.7980(13) A, b =

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