| Identification | Back Directory | [Name]
Tetrabutylammonium azide | [CAS]
993-22-6 | [Synonyms]
Tetrabutylammonium a
TETRABUTYLAMMONIUM AZIDE
Tetrabutylammonium nitride
TETRA-N-BUTYLAMMONIUM AZIDE
n,n,n-tributyl-1-butanaminiuazide
Tetra-n-butylammonium azide, 90+%
N,N,N-Tributyl-1-butanaminium azide
1-Butanaminium, N,N,N-tributyl-, azide
1-Butanaminium, N,N,N-tributyl-, azide (1:1) | [Molecular Formula]
C16H36N4 | [MDL Number]
MFCD00060069 | [MOL File]
993-22-6.mol | [Molecular Weight]
284.48 |
| Questions And Answer | Back Directory | [Preparation]
In a dry reaction flask, a solution of NaN3 (1.00 g, 15.4 mmol) in water (2.3 mL) was added to tetrabutylammonium hydroxide (40% aqueous solution, 2.00 g, 7.69 mmol). The resulting reaction mixture was stirred at room temperature for several hours. After the reaction was complete, dichloromethane (12 mL) was slowly added to the reaction mixture, the organic layer was separated, and the aqueous layer was extracted with dichloromethane (3 × 4 mL). All organic layers were combined and dried on anhydrous magnesium sulfate. The reaction mixture was filtered to remove the drying agent, and the resulting filtrate was concentrated under vacuum to remove the organic solvent. The residue obtained was the target product molecule, tetrabutylammonium azide. |
| Chemical Properties | Back Directory | [Melting point ]
84-88°C | [storage temp. ]
Refrigerator | [Water Solubility ]
Soluble in water | [form ]
powder to crystal | [color ]
White to Light yellow | [Sensitive ]
Hygroscopic | [InChI]
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 | [InChIKey]
GMRIOAVKKGNMMV-UHFFFAOYSA-N | [SMILES]
[N+](CCCC)(CCCC)(CCCC)CCCC.[N+](=[N-])=[N-] | [CAS DataBase Reference]
993-22-6 | [EPA Substance Registry System]
1-Butanaminium, N,N,N-tributyl-, azide(993-22-6) |
| Hazard Information | Back Directory | [Uses]
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. | [reaction suitability]
reaction type: click chemistry |
|
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J & K SCIENTIFIC LTD.
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Alfa Aesar
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Energy Chemical
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