triphenylsilanethiol

• ChemBase ID: 131305
• Molecular Formular: C18H16SSi
• Molecular Mass: 292.47014
• Monoisotopic Mass: 292.07419804
• SMILES: c1ccc(cc1)[Si](c1ccccc1)(c1ccccc1)S
• Canonical SMILES: S[Si](c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C18H16SSi/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15,19H
• InChIKey: MQDRKELSDPESDZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: triphenylsilanethiol
• IUPAC Traditional name: triphenylsilanethiol
• Synonyms: Mercaptotriphenylsilane; Triphenylsilanethiol; 三苯基硅烷硫醇

Database IDs

• CAS Number: 14606-42-9
• MDL Number: MFCD00192551
• Beilstein Number: 2941369
• PubChem SID: 24866296; 162225583; 24889804
• PubChem CID: 621128

CALCULATED PROPERTIES

• Acid pKa: 10.171324
• H Acceptors: 0
• H Donor: 1
• LogD (pH = 5.5): 5.6743913
• LogD (pH = 7.4): 5.673693
• Log P: 5.6744
• Molar Refractivity: 82.9787 cm^3
• Polarizability: 35.605717 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 101-104 °C; 101-104 °C(lit.)

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (GC); 98%
• Grade: purum
• Linear Formula: (C6H5)3SiSH

DETAILS

Sigma Aldrich - 422150

Packaging
5 g in glass bottle

Sigma Aldrich - 93132

Other Notes
Solid equivalent of H2S. Opening of epoxides to β-hydroxy thiols1; Free-radical addition to olefins to give thiols2