Date published: 2025-10-19

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2-(Trimethylsilyl)phenyl trifluoromethanesulfonate (CAS 88284-48-4)

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CAS Number:
88284-48-4
Molecular Weight:
298.35
Molecular Formula:
C10H13F3O3SSi
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2-(Trimethylsilyl)phenyl trifluoromethanesulfonate is a reagent used in organic synthesis as a mild and efficient triflation agent for the introduction of the trifluoromethanesulfonyl (triflyl) group onto various substrates. It functions by reacting with hydroxyl, amino, and thiol groups to form the corresponding triflate derivatives, which are important intermediates in the synthesis of agrochemicals and materials. The mechanism of action involves the activation of the triflate group by the silicon atom, facilitating the transfer of the triflyl group to the target functional group. 2-(Trimethylsilyl)Phenyl Trifluoromethanesulfonate plays a role in the modification of organic molecules, enabling the formation of new carbon-carbon and carbon-heteroatom bonds through the introduction of the triflyl group.


2-(Trimethylsilyl)phenyl trifluoromethanesulfonate (CAS 88284-48-4) References

  1. Efficient synthesis of 2-(trimethylsilyl)phenyl trifluoromethanesulfonate: a versatile precursor to o-benzyne.  |  Bronner, SM. and Garg, NK. 2009. J Org Chem. 74: 8842-3. PMID: 19852458
  2. Tandem thia-Fries rearrangement--cyclisation of 2-(trimethylsilyl)phenyl trifluoromethanesulfonate benzyne precursors.  |  Hall, C., et al. 2013. Chem Commun (Camb). 49: 7602-4. PMID: 23877566
  3. Alkyl substituted [2.2]paracyclophane-1,9-dienes.  |  Lidster, BJ., et al. 2016. Org Biomol Chem. 14: 6079-87. PMID: 27249777
  4. Advances in the synthesis of nitrogen-containing heterocyclic compounds by in situ benzyne cycloaddition.  |  Yu, H. and Xu, F. 2023. RSC Adv. 13: 8238-8253. PMID: 36922948
  5. In situ electrochemical modification of the Li/Li1.3Al0.3Ti1.7(PO4)3 interface in solid lithium metal batteries via an electrolyte additive.  |  Xu, Y., et al. 2023. J Colloid Interface Sci. 641: 396-403. PMID: 36948096

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-(Trimethylsilyl)phenyl trifluoromethanesulfonate, 1 g

sc-223306
1 g
$46.00

2-(Trimethylsilyl)phenyl trifluoromethanesulfonate, 5 g

sc-223306A
5 g
$138.00