| Identification | Back Directory | [Name]
DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE | [CAS]
103588-79-0 | [Synonyms]
TDS TRIFLATE
ThexyldimethylsilylTriflate
THEXYL-DIMETHYLSILYL TRIFLUOROMETHANSULFONATE
DIMETHYLTHEXYLSILYL TRIFLUOROMETHANESULFONATE
Dimethyl(1,1,2-trimethylpropyl)silyl triflate
thexyl-dimethylsilyl trifluoromethanesul fonate
TRIFLUOROMETHANESULFONIC AND THEXYL-DIMETHYLSILYL ESTER
DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE
(2,3-Dimethylbutan-2-yl)dimethylsilyl-trifluoromethanesulfonate
Methanesulfonic acid, 1,1,1-trifluoro-, dimethyl(1,1,2-trimethylpropyl)silyl ester
Dimethyl-(2,3-dimethyl-2-butyl)silyl trifluoromethanesulfonate, TDS triflate, Thexyl-dimethylsilyl trifluoromethanesulfonate, Trifluoromethanesulfonic acid thexyl-dimethylsilyl ester | [Molecular Formula]
C9H19F3O3SSi | [MDL Number]
MFCD00012174 | [MOL File]
103588-79-0.mol | [Molecular Weight]
292.39 |
| Chemical Properties | Back Directory | [Boiling point ]
53-54 °C0.6 mm Hg(lit.) | [density ]
1.16 g/mL at 20 °C(lit.) | [refractive index ]
n20/D 1.405 | [Fp ]
85 °C | [solubility ]
CH2Cl2, CHCl3, Et2O, THF (can result in ring opening of THF), DMF; reacts with alcohols and water. |
| Hazard Information | Back Directory | [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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