2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

• ChemBase编号: 75172
• 分子式: C12H17BO3
• 平均质量: 220.07258
• 单一同位素质量: 220.1270748
• SMILES: Oc1ccccc1B1OC(C(O1)(C)C)(C)C
• Canonical SMILES: Oc1ccccc1B1OC(C(O1)(C)C)(C)C
• InChI: InChI=1S/C12H17BO3/c1-11(2)12(3,4)16-13(15-11)9-7-5-6-8-10(9)14/h5-8,14H,1-4H3
• InChIKey: VLROJECCXBBKPZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
• IUPAC传统名: 2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
• 别名: 2-(4,4,5,5-四甲基-1,3,2-二杂氧戊硼烷-2-基)苯酚; 2-羟基苯硼酸频哪醇酯; 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol; 2-(2-Hydroxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; 2-Hydroxybenzeneboronic acid, pinacol ester; 2-Hydroxyphenylboronic acid pinacol ester; 2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENOL

登记号

• CAS号: 269409-97-4
• MDL号: MFCD02093754
• PubChem SID: 24874280; 162040090
• PubChem CID: 2734622

理论计算性质

• Acid pKa: 8.407679
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 3.6154647
• LogD (pH = 7.4): 3.575411
• Log P: 3.616
• 摩尔折射率: 57.694 cm^3
• 极化性: 24.6035 Å^3
• 极化表面积: 38.69 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 282 °C(lit.); 282°C
• 闪点: >110 °C; >230 °F
• 密度: 1.05; 1.05 g/mL at 25 °C(lit.)
• 折射率: 1.506; n20/D 1.506(lit.)

安全信息

• 保存注意事项: Harmful/Irritant/Moisture Sensitive/Store under Argon
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-36/37/38
• 安全公开号: 26
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338

产品相关信息

• 纯度: 98%
• Empirical Formula (Hill Notation): C12H17BO3

详细说明

Sigma Aldrich - 522554

Application
广泛用于 Suzuki 偶联反应。6
Reactant involved in:
• Synthesis of indolo-fused heterocyclic inhibitors of polymerase enzyme of hepatitis C1
• Studies of pi-interactions, electronic structure and transient UV absorption of subphthalocyanine-borate-bridged ferrocene-fullerene conjugates2
• Synthesis of subphthalocyanine3 and fused-ring nicotine derivatives4
• Suzuki-Miyaura coupling-triflation sequence, reduction and salt formation for synthesis of hydroxylated oligoarene phosphines5
包装
1, 5 g in glass bottle