Basic information Safety Supplier Related

DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE

Basic information Safety Supplier Related

DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE Basic information

Product Name:
DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE
Synonyms:
  • TDS TRIFLATE
  • THEXYL-DIMETHYLSILYL TRIFLUOROMETHANSULFONATE
  • TRIFLUOROMETHANESULFONIC AND THEXYL-DIMETHYLSILYL ESTER
  • DIMETHYLTHEXYLSILYL TRIFLUOROMETHANESULFONATE
  • DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE
  • thexyl-dimethylsilyl trifluoromethanesul fonate
  • Dimethyl-(2,3-dimethyl-2-butyl)silyl trifluoromethanesulfonate, TDS triflate, Thexyl-dimethylsilyl trifluoromethanesulfonate, Trifluoromethanesulfonic acid thexyl-dimethylsilyl ester
  • (2,3-Dimethylbutan-2-yl)dimethylsilyl-trifluoromethanesulfonate
CAS:
103588-79-0
MF:
C9H19F3O3SSi
MW:
292.39
Mol File:
103588-79-0.mol
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DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE Chemical Properties

Boiling point:
53-54 °C0.6 mm Hg(lit.)
Density 
1.16 g/mL at 20 °C(lit.)
refractive index 
n20/D 1.405
Flash point:
85 °C
solubility 
CH2Cl2, CHCl3, Et2O, THF (can result in ring opening of THF), DMF; reacts with alcohols and water.
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Safety Information

Hazard Codes 
C
Risk Statements 
14-34
Safety Statements 
26-27-36/37/39-45
RIDADR 
UN 3265 8/PG 2
WGK Germany 
3
10-21
HazardClass 
8
PackingGroup 
III

MSDS

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DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE Usage And Synthesis

Physical properties

clear light yellow liquid, bp 40–42 °C/0.15 Torr, 53–54 °C/0.6 mmHg; d = 1.16 g mL?1 at 20 °C; n20 D 1.405.

Uses

Silylation reagent used to introduce the dimethylthexylsilyl (TDS) group; complexation reagent to activate electrophiles. Dimethylthexylsilyl trifluoromethanesulfonate (TDSOTf) is generally used as a bulky silylation reagent.

Preparation

Dimethylthexylsilyl chloride and trifluoromethanesulfonic acid are heated to 60°Cfor 4–5 h and the resulting silyl ester is isolated by distillation.

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