sodium 2λ6-triaza-1,2-diyne

• ChemBase ID: 102738
• Molecular Formular: N3Na
• Molecular Mass: 65.00987
• Monoisotopic Mass: 64.9989913
• SMILES: [N-]=[N+]=[N-].[Na+]
• Canonical SMILES: [N-]=[N+]=[N-].[Na+]
• InChI: InChI=1S/N3.Na/c1-3-2;/q-1;+1
• InChIKey: PXIPVTKHYLBLMZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2λ^6-triaza-1,2-diyne; sodium 2λ^5-triaz-1-en-2-yn-1-ide
• IUPAC Traditional name: sodium azide
• Synonyms: Azide; Azium; SODIUM AZIDE; Sodium trinitride; Smite; Hydrazoic acid sodium salt; NSC 3072; Sodium azide; Sodium azide; 叠氮化钠

Database IDs

• CAS Number: 26628-22-8
• EC Number: 247-852-1
• MDL Number: MFCD00003536
• Merck Index: 148581
• PubChem SID: 24899772; 162089368; 24899504
• PubChem CID: 33557
• CHEBI ID: 278547
• CHEMBL: 89295
• Chemspider ID: 30958
• Wikipedia Title: Sodium_azide

CALCULATED PROPERTIES

• Acid pKa: 5.091568
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.11483899
• LogD (pH = 7.4): -0.14936252
• Log P: 0.07809129
• Molar Refractivity: 7.6 cm^3
• Polarizability: 2.852743 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.316 g/100 mL (16 °C) in alcohol; 41.0 g/100 mL (15 °C) in water; H2O: soluble1 M at 20 °C, clear, colorless; insoluble in ether; soluble in ammonia; Soluble in water and liquid ammonia. Slightly soluble in alcohol
• Apperance: colorless to white solid; Powder or Granular
• Melting Point: > 300°C (dec.); 275°C (decomp); ca 275°C dec
• Flash Point: 300 °C
• Density: 1.846; 1.846 g/cm^3 (20 °C); 1.846 g/ml
• Absorption Wavelength: A/275 <1.0
• pKa: 4.8
• Odor: odorless

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Air Sensitive
• RTECS: VY8050000
• European Hazard Symbols: Highly toxic (T+); Nature polluting (N); Highly toxic (T+); Very dangerous for the environment (N)
• UN Number: 1687; UN1687
• German water hazard class: 2
• Hazard Class: 6.1
• Packing Group: 2; II
• Risk Statements: 28-32-50/53; R:28-32-50/53; R28, R32, R50/53
• Safety Statements: 28-45-60-61; S:28-45-60-61; S1/2, S28, S45, S60, S61
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 153
• TSCA Listed: 是
• EU Index: 011-004-00-7
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• NFPA704:
  

  0

  4

  4
• LD50: 27 mg/kg (oral, rats/mice)
• GHS Hazard statements: H300-H400-H410; H300-H410
• GHS Precautionary statements: P264-P273-P301 + P310-P501; P273-P264-P301+P310-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1687 6.1/PG 2
• Supplemental Hazard Statements: Contact with acids liberates very toxic gas.

Product Information

• Purity: ≥99%; ≥99.5%; 98%; 99%
• Grade: ReagentPlus®
• Impurities: ≤0.1% Insoluble matter
• Cation Traces: Al: ≤0.0005%; Ca: ≤0.005%; Cu: ≤0.0005%; Fe: ≤0.0005%; K: ≤0.005%; Mg: ≤0.001%; Pb: ≤0.001%; Zn: ≤0.0005%
• Antion Traces: chloride (Cl-): ≤0.005%; sulfate (SO42-): ≤0.005%
• Linear Formula: NaN3

DETAILS

MP Biomedicals - 02102891

Crystalline
Purity: >99%
NOT FOR EXPORT

Sigma Aldrich - 199931

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

Sigma Aldrich - S2002

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
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

Sigma Aldrich - 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

REFERENCES

• 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).
• 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).
• Reagent for selective cleavage of methyldiphenylsilyl ethers; see Diphenylmethylchlorosilane, L04162.
• For a brief feature on uses of this reagent in Organic synthesis, see: Synlett, 505 (2007).