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HomeProduct name listDIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE

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

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

What is DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE?

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.

The Uses of DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE

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.

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

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.

Safety information for DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE

Computed Descriptors for DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE

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