[4-(hydroxydimethylsilyl)phenyl]dimethylsilanol

• ChemBase ID: 136855
• Molecular Formular: C10H18O2Si2
• Molecular Mass: 226.41972
• Monoisotopic Mass: 226.08453288
• SMILES: C[Si](C)(c1ccc(cc1)[Si](C)(C)O)O
• Canonical SMILES: C[Si](c1ccc(cc1)[Si](O)(C)C)(O)C
• InChI: InChI=1S/C10H18O2Si2/c1-13(2,11)9-5-7-10(8-6-9)14(3,4)12/h5-8,11-12H,1-4H3
• InChIKey: YBNBOGKRCOCJHH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [4-(hydroxydimethylsilyl)phenyl]dimethylsilanol
• IUPAC Traditional name: [4-(hydroxydimethylsilyl)phenyl]dimethylsilanol
• Synonyms: 1,4-Bis(hydroxydimethylsilyl)benzene; 1,4-双(二甲基羟基硅基)苯

Database IDs

• CAS Number: 2754-32-7
• EC Number: 220-405-8
• MDL Number: MFCD00039516
• PubChem SID: 162231123; 24873103
• PubChem CID: 75989

CALCULATED PROPERTIES

• Acid pKa: 12.141009
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.2797999
• LogD (pH = 7.4): 0.27979216
• Log P: 0.2798
• Molar Refractivity: 53.1402 cm^3
• Polarizability: 24.791815 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 133-136 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%
• Linear Formula: C6H4[Si(CH3)2OH]2

DETAILS

Sigma Aldrich - 497193

Application
A useful silicon nucleophile for Pd-catalyzed cross-coupling.1
Protocols & Applications
Cross-Coupling using Organosilanols as Powerful Nucleophiles