(4-hydroxyphenyl)boronic acid

• ChemBase编号: 32872
• 分子式: C6H7BO3
• 平均质量: 137.92898
• 单一同位素质量: 138.04882448
• SMILES: c1(ccc(cc1)O)B(O)O
• Canonical SMILES: Oc1ccc(cc1)B(O)O
• InChI: InChI=1S/C6H7BO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8-10H
• InChIKey: COIQUVGFTILYGA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (4-hydroxyphenyl)boronic acid
• IUPAC传统名: 4-hydroxyphenylboronic acid
• 别名: 4-羟基苯硼酸; 4-Boronophenol; 4-Hydroxybenzeneboronic acid; 4-Hydroxyphenylboronic acid; 4-Hydroxybenzeneboronic acid; (4-hydroxyphenyl)boronic acid; 4-Hydroxyphenylboronic acid; (p-Hydroxyphenyl)boronic acid; 4-Hydroxybenzeneboronic acid; p-hydroxy-benzeneboronic acid; 4-Hydroxyphenylboronic acid

登记号

• CAS号: 71597-85-8
• EC号: 000-000-0
• MDL号: MFCD01074628
• Beilstein号: 2963491
• PubChem SID: 160996179; 24874383
• PubChem CID: 2734360

理论计算性质

• Acid pKa: 8.451059
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): 1.3549159
• LogD (pH = 7.4): 1.3181796
• Log P: 1.3554
• 摩尔折射率: 32.5844 cm^3
• 极化性: 14.143737 Å^3
• 极化表面积: 60.69 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

• 熔点: >230 °C(lit.); 232 - 234°C; 285(dec.)°C; ca 285°C dec.
• 疏水性(logP): 0.928

安全信息

• 保存注意事项: Harmful/Irritant/Store under Argon/Keep Cold; IRRITANT
• 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: ≥95.0%; 95%; 97%; 98%
• 线性分子式: HOC6H4B(OH)2

详细说明

Sigma Aldrich - 523976

Other Notes
含有不定量的酸酐
包装
1, 5 g in glass bottle
Application
Reagent used for
• Suzuki-Miyaura coupling and Stille coupling and potential for introducing different alkyl groups1
• Palladium-catalyzed aminocarbonylation and cross-coupling reactions2
• Bio-supported palladium nanoparticles as phosphine-free catalyst for Suzuki reaction in water3
• Cu2O-catalyzed aerobic oxidative cross-coupling of tetrazoles4 Reagent used in Preparation of
• PDK1 inhibitory activity (cancer cell growth, survival, and tumorigenesis inhibitor)5
• Rod-like dendronized polymers contg. G4 and G5 ester dendrons via macromonomer approach by living ROMP6
• Estrone-derived cyclopamine analogs as Sonic Hedgehog signaling inhibitors for anti-cancer chemotherapeutics7
• Enzymatic inhibitors for the treatment of gram-negative bacterial infections8