trimethyl({[(trimethylsilyl)methyl]sulfanyl}methyl)silane

• ChemBase ID: 152469
• Molecular Formular: C8H22SSi2
• Molecular Mass: 206.49628
• Monoisotopic Mass: 206.09807477
• SMILES: C[Si](C)(C)CSC[Si](C)(C)C
• Canonical SMILES: C[Si](CSC[Si](C)(C)C)(C)C
• InChI: InChI=1S/C8H22SSi2/c1-10(2,3)7-9-8-11(4,5)6/h7-8H2,1-6H3
• InChIKey: GISUCMFTNKRCPF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: trimethyl({[(trimethylsilyl)methyl]sulfanyl}methyl)silane
• IUPAC Traditional name: trimethyl({[(trimethylsilyl)methyl]sulfanyl}methyl)silane
• Synonyms: Thiobis(methylene)bis(trimethylsilane); Bis(trimethylsilylmethyl) sulfide; 硫代二(亚甲基)二(三甲基硅烷); 双(三甲基硅基甲基)硫醚

Database IDs

• CAS Number: 4712-51-0
• MDL Number: MFCD00039797
• Beilstein Number: 1740046
• PubChem SID: 162246614; 24849243
• PubChem CID: 138328

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.2367
• LogD (pH = 7.4): 5.2367
• Log P: 5.2367
• Molar Refractivity: 49.7327 cm^3
• Polarizability: 24.394045 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Boiling Point: 65-66°C/5mm; 88 °C/21 mmHg(lit.)
• Flash Point: 149 °F; 65 °C; 65°C(149°F)
• Density: 0.844; 0.844 g/mL at 20 °C(lit.)
• Refractive Index: 1.4565; n20/D 1.455

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• GHS Hazard statements: H227
• GHS Precautionary statements: P210-P280-P370+P378A-P403+P235-P501A
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥98.0%; 96%
• Empirical Formula (Hill Notation): C8H22SSi2

DETAILS

Sigma Aldrich - 15264

Other Notes
Synthetic equivalent of (methylthio)methyl anion in F--promoted reactions1

REFERENCES

• Behaves as a dimethyl sulfide anion equivalent in the F ^- promoted methylthiomethylation of aldehydes and ketones: Synlett, 557 (1991). Epoxides undergo regio- and enantioselective ring-opening, in the presence of TBAF, providing a straightforward route to 1,2-mercapto alcohols: Synlett, 3063 (2005).