Trimethylsilyl trifluoromethanesulfonate

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Names

[ CAS No. ]:
27607-77-8

[ 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

  • Trifluoromethanesulfonic acid
  • Allyltrimethylsilane
  • Hexamethyldisiloxane
  • triflic anhydride
  • Allyltrimethylsilane
  • N-(Trimethylsilyl)imidazole
  • N-Trimethylsilyl-2-oxazolidinone
  • (E)-(1-methoxyprop-1-enyloxy)trimethylsilane
  • trimethylsilicon,trimethyltin
  • trichloromethyltrimethylsilane

DownStream

  • 1-Trimethylsilyloxy-1-(3-pyridyl)-ethene
  • 1-BENZYL-3-(TRIMETHYLSILOXY)AZETIDINE
  • tert-butyl-dimethyl-(4-trimethylsilylbut-3-ynoxy)silane
  • (1,5-Cyclohexadien-1-yloxy)(trimethyl)silane
  • Ethyl (trimethylsilyl)acetate
  • Trimethylsilylketene Ethyl Trimethylsilyl Acetal (mixture of isomers)
  • 2,2-Bis(trimethylsilyl)ethansaeure-ethylester
  • 1-Hexyl-3-methylimidazolium trifluoromethansulfonate
  • (E)-Ethyl 4-bromobut-2-enoate
  • trimethylsilylimidotetrakis(trimethylsilylmethyl)ruthenium

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...


More Articles

Related Compounds

  • Trimethylsilyl trifluoromethanesulfonate
  • trimethylsilyl trifluoromethanesulfonate
  • Trimethylsilyl trifluoromethanesulfonate
  • trimethylsilyl trifluoromethanesulfonate
  • (Trimethylsilyl)methyl trifluoromethanesulfonate
  • trimethylsilyl-Propynonitrile
  • (2S,4R)-N-[(1R)-2-[[(1R)-2-[[(1R)-1-(aminomethyl)-2-[[(1S)-2-amino-2-oxo-1-(sulfanylmethyl)ethyl]amino]-2-oxo-ethyl]amino]-1-methyl-2-oxo-ethyl]amino]-1-[4-(4-methylthiazol-5-yl)phenyl]-2-oxo-ethyl]-1-[(2S)-2-[(2-chloroacetyl)amino]-3,3-dimethyl-butanoyl]-4-hydroxy-pyrrolidine-2-carboxamide
  • (2S,4R)-N-[(1R)-2-[[2-[[(1R)-2-[[(1S)-2-amino-2-oxo-1-(sulfanylmethyl)ethyl]amino]-1-(methylaminomethyl)-2-oxo-ethyl]amino]-2-oxo-ethyl]amino]-1-[4-(4-methylthiazol-5-yl)phenyl]-2-oxo-ethyl]-1-[(2S)-2-[(2-chloroacetyl)amino]-3,3-dimethyl-butanoyl]-4-hydroxy-pyrrolidine-2-carboxamide
  • (2S,4R)-N-[(1R)-2-[[2-[[(1R)-3-amino-1-[[(1S)-2-amino-2-oxo-1-(sulfanylmethyl)ethyl]carbamoyl]propyl]amino]-2-oxo-ethyl]amino]-1-[4-(4-methylthiazol-5-yl)phenyl]-2-oxo-ethyl]-1-[(2S)-2-[(2-chloroacetyl)amino]-3,3-dimethyl-butanoyl]-4-hydroxy-pyrrolidine-2-carboxamide
  • (2S,4R)-N-[2-[[3-[[(1R)-1-(aminomethyl)-2-[[(1S)-2-amino-2-oxo-1-(sulfanylmethyl)ethyl]amino]-2-oxo-ethyl]amino]-3-oxo-propyl]amino]-1-[4-(4-methylthiazol-5-yl)phenyl]-2-oxo-ethyl]-1-[(2S)-2-[(2-chloroacetyl)amino]-3,3-dimethyl-butanoyl]-4-hydroxy-pyrrolidine-2-carboxamide
  • (2S,4R)-N-[2-[[2-[[(1R)-1-(aminomethyl)-2-[[(1R)-1-carbamoyl-3-sulfanyl-propyl]amino]-2-oxo-ethyl]amino]-2-oxo-ethyl]amino]-1-[4-(4-methylthiazol-5-yl)phenyl]-2-oxo-ethyl]-1-[(2S)-2-[(2-chloroacetyl)amino]-3,3-dimethyl-butanoyl]-4-hydroxy-pyrrolidine-2-carboxamide
  • tert-butyl N-[18-[[(1S)-1-[(2S,4R)-4-hydroxy-2-[[4-(4-methylthiazol-5-yl)phenyl]methylcarbamoyl]pyrrolidine-1-carbonyl]-2,2-dimethyl-propyl]amino]-18-oxo-octadecyl]carbamate
  • tert-butyl N-[(1S)-4-amino-1-[[10-[[(1S)-1-[(2S,4R)-4-hydroxy-2-[[4-(4-methylthiazol-5-yl)phenyl]methylcarbamoyl]pyrrolidine-1-carbonyl]-2,2-dimethyl-propyl]amino]-10-oxo-decoxy]methyl]-4-oxo-butyl]carbamate
  • (2S,4R)-1-[(2S)-2-[[2-[3-[2-(2-azidoethoxy)ethoxy]-2-[2-(2-azidoethoxy)ethoxymethyl]-2-methyl-propoxy]acetyl]amino]-3,3-dimethyl-butanoyl]-4-hydroxy-N-[[4-(4-methylthiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide
  • tert-butyl N-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethyl]-N-[6-[[(1S)-1-[(2S,4R)-4-hydroxy-2-[[4-(4-methylthiazol-5-yl)phenyl]methylcarbamoyl]pyrrolidine-1-carbonyl]-2,2-dimethyl-propyl]amino]-6-oxo-hexyl]carbamate
  • tert-butyl N-[2-(2-aminoethoxy)ethyl]-N-[2-[2-[2-[3-[[(1S)-1-[(2S,4R)-4-hydroxy-2-[[4-(4-methylthiazol-5-yl)phenyl]methylcarbamoyl]pyrrolidine-1-carbonyl]-2,2-dimethyl-propyl]amino]-3-oxo-propoxy]ethoxy]ethoxy]ethyl]carbamate
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