{4-[(tert-butyldimethylsilyl)oxy]phenyl}boronic acid

• ChemBase编号: 78729
• 分子式: C12H21BO3Si
• 平均质量: 252.18984
• 单一同位素质量: 252.13530146
• SMILES: B(c1ccc(cc1)O[Si](C)(C)C(C)(C)C)(O)O
• Canonical SMILES: OB(c1ccc(cc1)O[Si](C(C)(C)C)(C)C)O
• InChI: InChI=1S/C12H21BO3Si/c1-12(2,3)17(4,5)16-11-8-6-10(7-9-11)13(14)15/h6-9,14-15H,1-5H3
• InChIKey: NVHHEADQQACSCJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: {4-[(tert-butyldimethylsilyl)oxy]phenyl}boronic acid
• IUPAC传统名: 4-[(tert-butyldimethylsilyl)oxy]phenylboronic acid
• 别名: 4-(叔丁基二甲基硅氧基)苯基硼酸; 4-(tert-Butyldimethylsilyloxy)benzeneboronic acid; 4-(tert-Butyldimethylsilyloxy)benzeneboronic acid; 4-(tert-Butyldimethylsilyloxy)phenylboronic acid; 4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID

登记号

• CAS号: 159191-56-7
• MDL号: MFCD03093888
• PubChem SID: 162043492; 24874387
• PubChem CID: 11107815

理论计算性质

• Acid pKa: 8.899544
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 3.572928
• LogD (pH = 7.4): 3.559638
• Log P: 3.5731
• 摩尔折射率: 62.4325 cm^3
• 极化性: 28.191282 Å^3
• 极化表面积: 49.69 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 194-198 °C(lit.)

安全信息

• 保存注意事项: Irritant
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥95%; 98%
• 线性分子式: (CH3)3CSi(CH3)2OC6H4B(OH)2

详细说明

Sigma Aldrich - 524042

包装
1, 5 g in glass bottle
Application
Reactant involved in:
• Asymmetric addition reactions with β-substituted cyclic enones1
• Hydroarylation and heterocyclization with phenylpropiolates2
• Double Suzuki-Miyaura coupling reactions3Starting material for the synthesis of red electroluminescent polyfluorenes4Reactant involved in the synthesis of biologically active molecules including:
• Phenylpyridone derivatives as MCH1R antagonists5
• Atromentin and its O-alkylated derivatives3
• Gelatinases and MT1-MMP inhibitors6