{6-[(tert-butyldimethylsilyl)oxy]naphthalen-2-yl}boronic acid

• ChemBase ID: 76523
• Molecular Formular: C16H23BO3Si
• Molecular Mass: 302.24852
• Monoisotopic Mass: 302.15095153
• SMILES: B(c1ccc2cc(ccc2c1)O[Si](C)(C)C(C)(C)C)(O)O
• Canonical SMILES: OB(c1ccc2c(c1)ccc(c2)O[Si](C(C)(C)C)(C)C)O
• InChI: InChI=1S/C16H23BO3Si/c1-16(2,3)21(4,5)20-15-9-7-12-10-14(17(18)19)8-6-13(12)11-15/h6-11,18-19H,1-5H3
• InChIKey: QJXUSWJSQVIBCP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {6-[(tert-butyldimethylsilyl)oxy]naphthalen-2-yl}boronic acid
• IUPAC Traditional name: 6-[(tert-butyldimethylsilyl)oxy]naphthalen-2-ylboronic acid
• Synonyms: 6-(tert-Butyl)dimethysilyloxynaphthalene-2-boronic acid; tert-Butyl[[6-(dihydroxyboryl)-2-naphthyl]oxy]dimethylsilane; [6-[(tert-Butyldimethylsilyl)oxy]naphthalen-2-yl]boronic acid; 2-(tert-Butyldimethylsilyloxy)naphthalene-6-boronic acid; 6-(tert-Butyldimethylsilyloxy)naphthalene-2-boronic acid; 6-TBDMSO-2-naphthaleneboronic acid; 6-(tert-Butyldimethysiloxy)naphthalene-2-boronic acid; 2-(叔丁基二甲基硅氧基)萘-6-硼酸; 6-(叔丁基二甲基硅氧烷)萘-2-硼酸

Database IDs

• CAS Number: 179942-45-1
• MDL Number: MFCD04115644
• PubChem SID: 162041427
• PubChem CID: 3756084

CALCULATED PROPERTIES

• Acid pKa: 8.706701
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.5750318
• LogD (pH = 7.4): 4.5544906
• Log P: 4.5753
• Molar Refractivity: 78.8827 cm^3
• Polarizability: 35.72957 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 224-232°C; 244-248 °C

Safety Information

• Storage Warning: Irritant/Store under Argon/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 26-37-60
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C16H23BO3Si

DETAILS

Sigma Aldrich - 684562

Application
May contain varying amounts of anhydride
Reactant for:
• Room temperature trifluoromethylation via copper catalyzed oxidative cross-coupling1
Packaging
1, 5 g in glass bottle