(2,3-dimethylbutan-2-yl)dimethylsilyl trifluoromethanesulfonate

• ChemBase ID: 138975
• Molecular Formular: C9H19F3O3SSi
• Molecular Mass: 292.3910696
• Monoisotopic Mass: 292.07762666
• SMILES: CC(C)C(C)(C)[Si](C)(C)OS(=O)(=O)C(F)(F)F
• Canonical SMILES: CC(C([Si](OS(=O)(=O)C(F)(F)F)(C)C)(C)C)C
• InChI: InChI=1S/C9H19F3O3SSi/c1-7(2)8(3,4)17(5,6)15-16(13,14)9(10,11)12/h7H,1-6H3
• InChIKey: HUCZOYCXPWONIR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2,3-dimethylbutan-2-yl)dimethylsilyl trifluoromethanesulfonate
• IUPAC Traditional name: (2,3-dimethylbutan-2-yl)dimethylsilyl trifluoromethanesulfonate
• Synonyms: Dimethyl-(2,3-dimethyl-2-butyl)silyl trifluoromethanesulfonate; TDS triflate; Thexyl-dimethylsilyl trifluoromethanesulfonate; Trifluoromethanesulfonic acid thexyl-dimethylsilyl ester; Dimethylthexylsilyl trifluoromethanesulfonate; TDS 三氟甲磺酸酯; 三氟甲磺酸叔己基二甲基甲硅烷基酯; 二甲基-(2,3-二甲基-2-丁基)甲硅烷基三氟甲磺酸酯; 叔己基二甲基甲硅烷基三氟甲磺酸酯; 二甲基叔己基甲硅烷基三氟甲磺酸酯

Database IDs

• CAS Number: 103588-79-0
• MDL Number: MFCD00012174
• Beilstein Number: 4186137
• PubChem SID: 162233226; 24889552
• PubChem CID: 4080852

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.6973
• LogD (pH = 7.4): 4.6973
• Log P: 4.6973
• Molar Refractivity: 55.8256 cm^3
• Polarizability: 24.626007 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 53-54 °C/0.6 mmHg(lit.)
• Flash Point: 185 °F; 85 °C
• Density: 1.16 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.405

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 14-34
• Safety Statements: 26-27-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS 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
• RID/ADR: UN 3265 8/PG 2
• Supplemental Hazard Statements: Reacts violently with water.

Product Information

• Purity: ≥97.0% (T); 97%
• Empirical Formula (Hill Notation): C9H19F3O3SSi

DETAILS

Sigma Aldrich - 303321

Application
Protecting reagent for alcohols and other functional groups.1

Sigma Aldrich - 91747

Other Notes
Reagent used for the introduction of the thexyldimethylsilyl group1,2,3; Review4