651664

Tetrabutylammonium azide

• Synonym(s): N,N,N-Tributyl-1-butanaminium azide, Tetrabutylammonium nitride
• Empirical Formula (Hill Notation): C₁₆H₃₆N₄
• CAS Number: 993-22-6
• Molecular Weight: 284.48
• MDL number: MFCD00060069
• UNSPSC Code: 12352116
• PubChem Substance ID: 24883851
• NACRES: NA.22

Properties

• form: solid
• reaction suitability: reaction type: click chemistry
• mp: 84-88 °C (lit.)
• functional group: amine; azide
• storage temp.: 2-8°C
• SMILES string: [N-]=[N+]=[N-].CCCC[N+](CCCC)(CCCC)CCCC
• InChI: 1S/C16H36N.N3/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-3-2/h5-16H2,1-4H3;/q+1;-1
• InChI key: GMRIOAVKKGNMMV-UHFFFAOYSA-N

Description

Application

Reagent for synthesis of:

• Heteroarylannulated bicyclic morpholines
• Cyanimide-based inhibitors of cathepsin C
• Trimethylene carbonate

Reagent for:

• Aerobic oxidative transformation of primary azides to nitriles
• Substitution reactions at tetracoordinate boron

Catalyst for syslic carbonate formation

Tetrabutylammonium azide can be used as a reagent for the synthesis of:

• Heteroarylannulated bicyclic morpholines
• Cyanimide-based inhibitors of cathepsin C
• Trimethylene carbonate
• Aerobic oxidative transformation of primary azides to nitriles
• Substitution reactions at tetracoordinate boron

It is also used as a catalyst for cyclic carbonate formation.

Safety Information

• Pictograms: GHS06,GHS09
• Signal Word: Danger
• Hazard Statements: H301,H315,H319,H335,H410
• Precautionary Statements: P261 - P264 - P273 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Supplementary Hazards: EUH032
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves