(4-methylphenyl)boronic acid

• ChemBase编号: 9649
• 分子式: C7H9BO2
• 平均质量: 135.95616
• 单一同位素质量: 136.06955993
• SMILES: OB(O)c1ccc(cc1)C
• Canonical SMILES: OB(c1ccc(cc1)C)O
• InChI: InChI=1S/C7H9BO2/c1-6-2-4-7(5-3-6)8(9)10/h2-5,9-10H,1H3
• InChIKey: BIWQNIMLAISTBV-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (4-methylphenyl)boronic acid
• IUPAC传统名: p-tolueneboronic acid
• 别名: 4-甲基苯基硼酸; 4-甲苯硼酸; 对甲基苯硼酸; 4-甲基苯硼酸; (4-methylphenyl)boronic acid; (p-Methylphenyl)boronic acid; 4-Methylbenzeneboronic acid; 4-Tolueneboronic acid; NSC 62870; p-Methylbenzeneboronic acid; 4-Methylphenylboronic acid; p-Tolueneboronic acid; p-Tolylboronic acid; 4-Tolylboronic acid; 4-Tolylboronic acid; 4-Methylbenzeneboronic acid; 4-Metylphenylboronic acid; p-Tolylboronic acid; 4-Methylbenzeneboronic acid; 4-Tolylboronic acid; 4-METHYLPHENYLBORONIC ACID; (4-methylphenyl)boranediol

登记号

• CAS号: 5720-05-8; 5720/5/8
• MDL号: MFCD00039138
• Beilstein号: 2935970
• PubChem SID: 24864529; 160972956; 24888998
• PubChem CID: 79799

理论计算性质

• Acid pKa: 8.860393
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 2.1068118
• LogD (pH = 7.4): 2.0922892
• Log P: 2.107
• 摩尔折射率: 35.6447 cm^3
• 极化性: 15.298302 Å^3
• 极化表面积: 40.46 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

• 熔点: ~250 °C (dec. after the formation of the anhydride); 246-254°C; 248-250°C; 256-263 °C(lit.); 256-263°C; 262 - 263°C
• 疏水性(logP): 2.094

安全信息

• 保存注意事项: IRRITANT; Irritant/Store under Argon/Keep Cold
• RTECS编号: XS7400000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36; 26-37
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥98.0% (HPLC); 95%; 97%; 98%
• 级别: purum
• 线性分子式: CH3C6H4B(OH)2

详细说明

Sigma Aldrich - 393622

包装
1, 10 g in glass bottle
Application
Reagent used for
• Palladium (Pd)-catalyzed direct arylation1
• Direct Palladium(II)-Catalyzed Synthesis2
• Palladium-catalyzed arylation by Suzuki-Miyaura cross-coupling in water3
• Cyclopalladation4
• Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence5
• Ruthenium catalyzed direct arylation6
• Rhodium-catalyzed asymmetric conjugate addition7
• Ligand-free copper-catalyzed cross-coupling reactions8
• Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions9
• Ligand-free Suzuki, Sonogashira, and Heck cross-coupling reactions10Reagent used in Preparation of
• Catalysts for Suzuki-Miyaura cross-coupling of aryl bromides4
• Recyclable Palladium nanoparticle catalysts immobilized by click ionic copolymers as for Suzuki-Miyaura cross-coupling reactions in water11

参考文献

• GC reagent for diols: J. Chromat., 158, 33 (1978); 186, 307 (1979).
• For general chemistry of boronic acids, see Appendix 5.