CAS 26628-22-8|sodium 2λ<sup>6</sup>-triaza-1,2-diyne|sodium azide|SODIUM AZIDE|Azium|Azide|Smite|Sodium trinitride|NSC 3072|sodium 2λ<sup>5</sup>-triaz-1-en-2-yn-1-ide|Hydrazoic acid sodium salt|...

General Information

Structure

Molecular Formula

N₃Na

Molecular Mass

65.00987

Exact Mass

64.9989913

Charge

InChI

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

InChIKey

PXIPVTKHYLBLMZ-UHFFFAOYSA-N

Canonic Smiles

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

Isomeric Smiles

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

Calculated Properties

JChem

LogD (pH = 7.4)

-0.15

LogD (pH = 5.5)

-0.11

Log P

0.08

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

5.09

Polar Surface Area

34.14

Polarizability

2.70

Molar Refractivity

7.60

Data Source

Names and Identifiers

IUPAC Traditional name

sodium azide sodium 2lambda5-triaz-1-en-2-yn-1-ide

IUPAC name

sodium 2λ⁶-triaza-1,2-diyne sodium 2λ⁵-triaz-1-en-2-yn-1-ide sodium azide

Synonyms

SODIUM AZIDEAziumAzideSodium trinitrideSmiteNSC 3072Hydrazoic acid sodium saltSodium azide叠氮化钠 Sodium azideNatriumazidAzoture de sodiumhydrazoic acid sodium saltsodium azideHydrazoic acid, sodium saltNaN3

Names and Identifiers

Registration numbers

CAS Number

EC Number

Chemspider ID

CHEBI ID

Wikipedia Title

CHEMBL

PubChem CID

MDL Number

PubChem SID

248997721620893682489950485471305

Merck Index

148581

PubMed Citation Links

32437849328442802871203731088611334002993066415931821925288491522994790225916484

BRENDA Database

1.5.3.122.7.3.84.2.1.1044.2.2.31.2.1.391.4.3.87.1.1.93.2.1.511.13.12.63.2.1.551.4.3.23.1.1.257.6.2.21.7.2.13.1.3.8

UniProt Database

P86351P86328P86327P46133O50202P98183Q59337P85430A5JTM6P9WQN5A5JTM5

MetaCyc Database

SureChEMBL Database

CompTox Database

SABIO-RK Database

EnzymePortal Database

P86351P85430Q59337P86328P86327

BKMS React Database

85378

BRENDA Ligand Database

85378

ACToR Database

26628-22-8108592-00-3

Pesticides Database

sodium_azide

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02102891

Crystalline
Purity: >99%
NOT FOR EXPORT

Wikipedia

Sodium_azide

Sigma Aldrich

S2002

Frequently Asked Questions
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包装
2 kg in poly bottle
25, 100, 500 g in poly bottle
5 g in glass bottle
Application
Catalyst for:
• Oxidative decarboxylation1
• Michael addition reactions2Reagent for synthesis of
• Blue fluorescent copolymers3
• Metal phosphonates4
• Arenes via aminations5Involved in regioselective synthesis of prianosin B6
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

S8032

Application
Hydroazidation Catalyst for Facile Preparation of OrganoazidesCatalyst for:
• Oxidative decarboxylation1
• Michael addition reactions2Reagent for synthesis of
• Blue fluorescent copolymers3
• Metal phosphonates4
• Arenes via aminations5Involved in regioselective synthesis of prianosin B6

199931

Application
Converts acid halides into their corresponding acyl azides for use in the Curtius reaction.1

ChEBI

CHEBI:278547

The sodium salt of hydrogen azide (hydrazoic acid).

Molecule Details

References

PubChem Literature

From Data Sources

• Reaction with acyl halides or mixed anhydrides gives acyl azides. These undergo the Curtius rearrangement to isocyanates, which can be isolated, or hydrolyzed in situ to the primary amine. For examples, see: Org. Synth. Coll., 6, 95, 910 (1988).

• The reaction of alkyl halides with the highly-nucleophilic azide anion gives alkyl azides which, because of their facile reduction by hydrogenation, SnCl₂, P(III) reagents, etc., provide an excellent, mild route to primary amines. For a review of the preparation and synthetic uses of azides, see: Chem. Rev., 88, 297 (1988). The preparation of alkyl azides is ideally suited to phase-transfer methods: Synthesis, 823 (1979); Tetrahedron Lett., 3107 (1978); 30, 1245 (1989). The use of ultrasound has also been found to be effective: Acta Chem. Scand. B, 38, 895 (1984). For a one-pot conversion of alkyl bromides to amines using the Staudinger reaction, see Triethyl phosphite, L00339; see also Triphenylphosphine, L02502. For reviews, see: Tetrahedron, 37, 437 (1981); 48, 1353 (1992).

• For a brief feature on uses of this reagent in Organic synthesis, see: Synlett, 505 (2007).

• Reagent for selective cleavage of methyldiphenylsilyl ethers; see Diphenylmethylchlorosilane, L04162.

References

Bioactivity

PubChem BioAssay

Bioactivity