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S8032

Sigma-Aldrich

Sodium azide

BioXtra

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:
12352201
PubChem Substance ID:
24899772
NACRES:
NA.21

biological source

synthetic

Quality Level

200

product line

BioXtra

Assay

99.8%

form

powder or crystals

impurities

≤0.1% Insoluble matter

mp

370-425 °C

solubility

H2O: 1 M at 20 °C, clear, colorless

anion traces

chloride (Cl-): ≤0.005%
sulfate (SO42-): ≤0.005%

cation traces

Al: ≤0.0005%
Ca: ≤0.005%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤100 mg/kg
Mg: ≤0.001%
Pb: ≤0.001%
Zn: ≤0.0005%

absorption

<1.0 at 276

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

Hydroazidation Catalyst for Facile Preparation of Organoazides

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

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

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK8135
STBL0797
STBK5384
STBK7394
STBK6745

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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)
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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Hydroazidation Catalyst

The chemistry of organoazides is exceedingly rich, since the azide functionality reacts with electrophiles, nucleophiles, and dipolarophiles, with or without the extrusion of dinitrogen. Common place transformation such as Staudinger reductions or ligations, Cu(I)-catalyzed Huisgen cycloadditions (of the “click” reaction family), Curtius or Schmidt rearrangents, nitrene reactions, or imine formation via aza-Wittig reactions all necessitate organoazide precursors or intermediates

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