di-tert-butyl(trifluoromethanesulfonyloxy)silyl trifluoromethanesulfonate

• ChemBase ID: 98060
• Molecular Formular: C10H18F6O6S2Si
• Molecular Mass: 440.4522392
• Monoisotopic Mass: 440.02182615
• SMILES: [Si](C(C)(C)C)(C(C)(C)C)(OS(=O)(=O)C(F)(F)F)OS(=O)(=O)C(F)(F)F
• Canonical SMILES: CC([Si](C(C)(C)C)(OS(=O)(=O)C(F)(F)F)OS(=O)(=O)C(F)(F)F)(C)C
• InChI: InChI=1S/C10H18F6O6S2Si/c1-7(2,3)25(8(4,5)6,21-23(17,18)9(11,12)13)22-24(19,20)10(14,15)16/h1-6H3
• InChIKey: HUHKPYLEVGCJTG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: di-tert-butyl(trifluoromethanesulfonyloxy)silyl trifluoromethanesulfonate
• IUPAC Traditional name: di-tert-butyl(trifluoromethanesulfonyloxy)silyl trifluoromethanesulfonate
• Synonyms: DTBS ditriflate; Di-tert-butylsilyl ditriflate; Trifluoromethanesulfonic acid di-tert-butylsilylene ester; Di-tert-butylsilyl bis(trifluoromethanesulfonate); Di(t-butyl)silyl bis(trifluoromethanesulphonate); DTBS 二(三氟甲磺酸酯); 二叔丁基双(三氟甲磺酰氧基)硅烷; 二叔丁基硅基双(三氟甲烷磺酸)酯; 二叔丁基硅基双(三氟甲烷磺酸)

Database IDs

• CAS Number: 85272-31-7
• MDL Number: MFCD00010581
• Beilstein Number: 3569211
• PubChem SID: 24861569; 24855853; 162084526
• PubChem CID: 545813

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 5.4144
• LogD (pH = 7.4): 5.4144
• Log P: 5.4144
• Molar Refractivity: 70.5396 cm^3
• Polarizability: 31.440628 Å^3
• Polar Surface Area: 86.74 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Boiling Point: 263°C; 73-75 °C/0.35 mmHg(lit.)
• Flash Point: 195.8 °F; 91 °C; 91°C
• Density: 1.352 g/mL at 25 °C(lit.); 1.36
• Refractive Index: 1.398; n20/D 1.398(lit.)

Safety Information

• Storage Warning: Corrosive/Moisture Sensitive/Store under Argon
• European Hazard Symbols: Corrosive (C)
• UN Number: 3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• 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

Product Information

• Purity: ≥96.0% (GC); 97%
• Grade: purum
• Linear Formula: (CF3SO3)2Si[C(CH3)3]2

DETAILS

Sigma Aldrich - 262021

Application
Protecting group reagent for 1,3-diols used recently in a synthesis of N-homoceramides.1 Also used for selective α-galactosylation in the synthesis of α-galactosyl ceramides.2
Packaging
5, 25 g in glass bottle

Sigma Aldrich - 34835

Other Notes
Reactive reagent for the protection of diols as cyclic silylene derivatives1,2,3