Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

29383

Sigma-Aldrich

Trimethylsilyl trifluoromethanesulfonate

Wacker Chemie AG, ≥98.0% (T)

Synonym(s):

Silane TMS-triflate, TMS triflate, TMSOTf, Trifluoromethanesulfonic acid trimethylsilylester

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CF3SO3Si(CH3)3
CAS Number:
Molecular Weight:
222.26
Beilstein/REAXYS Number:
1868911
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:

assay

≥98.0% (T)

form

liquid

manufacturer/tradename

Wacker Chemie AG

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

Looking for similar products? Visit Product Comparison Guide

Other Notes

prices for bulk quantities on request

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:

Certificates of Analysis (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.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Feng Liu et al.
The Journal of organic chemistry, 74(15), 5699-5702 (2009-06-10)
By treatment with TMSOTf/Et3N, N-(2-cyanoarylmethyl)-substituted acrylamides or beta-ketoamides underwent N-addition cascades under mild conditions to afford the corresponding pyrrolo[1,2-a]pyrimidin-4(6H)-ones as the formal [4 + 2] cycloaddition products in high yields.
Hiromichi Fujioka et al.
Chemical communications (Cambridge, England), (29)(29), 4429-4431 (2009-07-15)
The remarkable effect of 2,2'-bipyridyl led to the successful development of the mild and highly chemoselective deprotection method of methoxymethyl (MOM) ethers using the combination of TMSOTf (or TESOTf) and 2,2'-bipyridyl; this method can be applied to the direct conversion
Christopher G Nasveschuk et al.
The Journal of organic chemistry, 73(2), 612-617 (2007-12-20)
A modular and diastereoselective approach to 2,3,4-trisubstituted and tetrasubstituted tetrahydrofurans is reported. The use of dioxepins containing an embedded vinyl acetal functionality leads to a Lewis acid-mediated [1,3] ring contraction to afford tetrahydrofurans in good yield and excellent diastereoselectivity. The
Jean-Louis Brochu et al.
Journal of combinatorial chemistry, 10(3), 405-420 (2008-04-19)
A modular, reagent-based approach to obtain different indoline alkaloid-inspired, tetracyclic architectures is developed. With the use of TBSOTf as a Lewis acid, we report here a tandem Michael-based approach that led to the synthesis of a diastereomeric mixture of tetracyclic
Ravindra T Dere et al.
Organic & biomolecular chemistry, 6(12), 2061-2063 (2008-06-06)
A new simple method for the synthesis of alpha-glycosyl thiols is described. Ring-opening of 1,6-anhydrosugars with commercially available bis(trimethylsilyl)sulfide under the action of catalytic amounts of TMSOTf smoothly afforded alpha-glycosyl thiols in very high yields and in a stereospecific way.

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service