Trimethylsilyl trifluoromethanesulfonate

Names

[ Name ]:
Trimethylsilyl trifluoromethanesulfonate

[Synonym ]:
MFCD00000406
Trifluoromethanesulfonic acid trimethylsilylester
Trimethylsilyl Trifluoromethanesulfonate [Trimethylsilylating Agent]
Methanesulfonic acid, trifluoro-, trimethylsilyl ester
Methanesulfonic acid, 1,1,1-trifluoro-, trimethylsilyl ester
trifluoromethanesulfonic acid trimethylsilyl ester
Trimethylsilyl Triflate
[(Trifluoromethane-sulfonyl)oxy]trimethylsilane
trimethylsilyl trifluoromethane-sulphonate
trifluoromethanesulphonic acid trimethylsilyl ester
EINECS 248-565-4
Silane TMS-triflate
Trimethylsllytrifluoromethanesulphonate
Trimethylsilyl trifluoromethanesulfonate
TMS-OTf
TMS triflate
Trimethylsilyl trifluoromethylsulfonate
TMSOTf
trimethylsilyl trifluoromethylsulphonate

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
140.0±35.0 °C at 760 mmHg

[ Molecular Formula ]:
C₄H₉F₃O₃SSi

[ Molecular Weight ]:
222.258

[ Flash Point ]:
38.5±25.9 °C

[ Exact Mass ]:
221.999374

[ PSA ]:
51.75000

[ LogP ]:
2.54

[ Vapour Pressure ]:
7.8±0.2 mmHg at 25°C

[ Index of Refraction ]:
1.379

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
REACTS

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS02, GHS05

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H226-H314

[ Supplemental HS ]:
Reacts violently with water.

[ Precautionary Statements ]:
P280-P305 + P351 + P338-P310

[ Personal Protective Equipment ]:
Faceshields;full-face respirator (US);Gloves;Goggles;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
C:Corrosive

[ Risk Phrases ]:
R10;R14;R34

[ Safety Phrases ]:
S16-S26-S36/37/39-S45-S8

[ RIDADR ]:
UN 2920 8/PG 2

[ WGK Germany ]:
3

[ Packaging Group ]:
III

[ Hazard Class ]:
3

[ HS Code ]:
29310095

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2931900090

[ Summary ]:
2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

Articles

Trimethylsilyl trifluoromethanesulfonate-promoted reductive 2'-O-arylmethylation of ribonucleoside derivatives.

Nucleosides Nucleotides Nucleic Acids 30(6) , 446-56, (2011)

Arylmethyl groups such as benzyl, p-methoxybenzyl, and 1-pyrenylmethyl groups were introduced to the 2'-O-position of nucleosides by reductive etherification. Combining corresponding aromatic aldehyde...

Trimethylsilyl trifluoromethanesulfonate (TMSOTf) assisted facile deprotection of N,O-acetonides.

J. Org. Chem. 73(2) , 752-5, (2008)

Employing TMSOTf as an easily available reagent, we have developed a mild and efficient method for the deprotection of both terminal and internal N,0-acetonide functionalities. Various regularly used ...

Nucleophilic substitution at the anomeric position of 1,2-O-isopropylidenefuranose derivatives. A novel stereoselective synthesis of cyclic phosphates analogous to cAMP.

Carbohydr. Res. 341(18) , 2883-90, (2006)

1,2-O-Isopropylidenefuranose derivatives were treated with various nucleophiles in the presence of either BF(3).OEt(2) or trimethylsilyl trifluoromethanesulfonate (TMSOTf) leading to substitution prod...