Saltar al contenido
MilliporeSigma

91741

Sigma-Aldrich

Trimethylsilyl trifluoromethanesulfonate

purum, ≥98.0% (T)

Sinónimos:

TMS triflate, TMSOTf, Trifluoromethanesulfonic acid trimethylsilylester

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


About This Item

Fórmula lineal:
CF3SO3Si(CH3)3
Número de CAS:
Peso molecular:
222.26
Beilstein/REAXYS Number:
1868911
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

assay

≥98.0% (T)

form

liquid

refractive index

n20/D 1.36 (lit.)

bp

77 °C/80 mmHg (lit.)

density

1.228 g/mL at 25 °C (lit.)

SMILES string

C[Si](C)(C)OS(=O)(=O)C(F)(F)F

InChI

1S/C4H9F3O3SSi/c1-12(2,3)10-11(8,9)4(5,6)7/h1-3H3

InChI key

FTVLMFQEYACZNP-UHFFFAOYSA-N

¿Está buscando productos similares? Visita Guía de comparación de productos

Application

Trimethylsilyl trifluoromethanesulfonate may be used to catalyze:
  • Allylation of acetals to form homoallyl ethers.
  • Synthesis of 1,2-trans-glycosides.
  • Conversion of alcohols to esters.
  • Aminomethylation of silyl enol ethers with aminomethyl alkyl ethers.
  • Glycosidation of (+)-4-demethoxyanthracyclinones.

Other Notes

Efficient silylating agent and strong Lewis acid catalyst ; Review

pictograms

FlameCorrosion

signalword

Danger

hcodes

Hazard Classifications

Flam. Liq. 3 - Skin Corr. 1B

supp_hazards

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

77.0 °F - closed cup

flash_point_c

25 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


Choose from one of the most recent versions:

Certificados de análisis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

¿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 homoallyl ethers via allylation of acetals in ionic liquids catalyzed by trimethylsilyl trifluoromethanesulfonate.
Zerth HM
Organic Letters, 5(1), 55-57 (2003)
Trimethylsilyl trifluoromethanesulfonate as an effective catalyst for glycoside synthesis.
Ogawa T
Carbohydrate Research, 93(1), C6-C9 (1981)
A novel aminomethylation of silyl enol ethers with aminomethyl ethers catalyzed by iodotrimethylsilane or trimethylsilyl trifluoromethanesulfonate.
Hosomi A
Tetrahedron Letters, 23(5), 547-550 (1982)
J. Heberle et al.
Silylating Agents, 2nd ed. (1995)
An extremely fast and efficient acylation reaction of alcohols with acid anhydrides in the presence of trimethylsilyl trifluoromethanesulfonate as catalyst.
Procopiou PA
Chemical Communications (Cambridge, England), (23), 2625-2626 (1996)

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