Saltar al contenido
Merck

91741

Sigma-Aldrich

Trimethylsilyl trifluoromethanesulfonate

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

Seleccione un Tamaño

10 ML
MXP 1,251.00
50 ML
MXP 4,745.00
250 ML
MXP 14,237.00

MXP 1,251.00


Check Cart for Availability

Solicitar un pedido a granel

Seleccione un Tamaño

Cambiar Vistas
10 ML
MXP 1,251.00
50 ML
MXP 4,745.00
250 ML
MXP 14,237.00

About This Item

Fórmula lineal:
CF3SO3Si(CH3)3
Número de CAS:
Peso molecular:
222.26
Beilstein:
1868911
Número CE:
Número MDL:
Código UNSPSC:
12352101
ID de la sustancia en PubChem:
NACRES:
NA.22

MXP 1,251.00


Check Cart for Availability

Solicitar un pedido a granel

grado

purum

Nivel de calidad

Ensayo

≥98.0% (T)

Formulario

liquid

índice de refracción

n20/D 1.36 (lit.)

bp

77 °C/80 mmHg (lit.)

densidad

1.228 g/mL at 25 °C (lit.)

grupo funcional

fluoro
triflate

cadena SMILES

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

Clave InChI

FTVLMFQEYACZNP-UHFFFAOYSA-N

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

Aplicación

Trimethylsilyl trifluoromethanesulfonate may be used to catalyze:
  • Allylation of acetals to form homoallyl ethers.[1]
  • Synthesis of 1,2-trans-glycosides.[2]
  • Conversion of alcohols to esters.[3]
  • Aminomethylation of silyl enol ethers with aminomethyl alkyl ethers.[4]
  • Glycosidation of (+)-4-demethoxyanthracyclinones.[5]

Otras notas

Efficient silylating agent and strong Lewis acid catalyst [6][7]; Review [8]

Pictogramas

FlameCorrosion

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Flam. Liq. 3 - Skin Corr. 1B

Riesgos supl.

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

77.0 °F - closed cup

Punto de inflamabilidad (°C)

25 °C - closed cup

Equipo de protección personal

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


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 homoallyl ethers via allylation of acetals in ionic liquids catalyzed by trimethylsilyl trifluoromethanesulfonate.
Zerth HM
Organic Letters, 5(1), 55-57 (2003)
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)
Trimethylsilyl trifluoromethanesulfonate (trimethylsilyl triflate) as an excellent glycosidation reagent for anthracycline synthesis. Simple and efficient synthesis of optically pure 4-demethoxydaunorubicin.
Kimura Y
Chemistry Letters (Jpn), 13(4), 501-504 (1984)
T. Bach, H. Brummerhop
J. Prakt. Chem., 341, 410-410 (1999)
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)

Questions

1–3 of 3 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. Does this product come in a glass bottle? I would prefer not to buy an ampule.

    1 answer
    1. This product is packaged in amber glass bottles with ETFE screw caps.

      Helpful?

Reviews

Active Filters

  1. 1 Ratings-Only Review

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