Saltar al contenido
Merck

651664

Sigma-Aldrich

Tetrabutylammonium azide

Sinónimos:

N,N,N-Tributyl-1-butanaminium azide, Tetrabutylammonium nitride

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización


About This Item

Fórmula empírica (notación de Hill):
C16H36N4
Número de CAS:
Peso molecular:
284.48
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

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

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.

pictograms

Skull and crossbonesEnvironment

signalword

Danger

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

supp_hazards

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Synthesis of bicyclic sugar azido acids and their incorporation in cyclic peptides.
Peri F, et al.
Chemical Communications (Cambridge, England), 2303-2304 (2000)
Aerobic oxidative transformation of primary azides to nitriles by ruthenium hydroxide catalyst.
He J, et al.
The Journal of Organic Chemistry, 76(11), 4606-4610 (2011)
Substitution Reactions at Tetracoordinate Boron: Synthesis of N-Heterocyclic Carbene Boranes with Boron- Heteroatom Bonds.
Solovyev A, et al.
Journal of the American Chemical Society, 132(42), 15072-15080 (2010)
A facile catalytic synthesis of trimethylene carbonate from trimethylene oxide and carbon dioxide.
Darensbourg DJ, et al.
Green Chemistry, 12(8), 1376-1379 (2010)
Mark Furber et al.
Journal of medicinal chemistry, 57(6), 2357-2367 (2014-03-07)
A lead generation and optimization program delivered the highly selective and potent CatC inhibitor 10 as an in vivo tool compound and potential development candidate. Structural studies were undertaken to generate SAR understanding.

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico