[4-(dihydroxyboranyl)phenyl]boronic acid

• ChemBase编号: 10559
• 分子式: C6H8B2O4
• 平均质量: 165.74732
• 单一同位素质量: 166.06086954
• SMILES: c1c(ccc(c1)B(O)O)B(O)O
• Canonical SMILES: OB(c1ccc(cc1)B(O)O)O
• InChI: InChI=1S/C6H8B2O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h1-4,9-12H
• InChIKey: BODYVHJTUHHINQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [4-(dihydroxyboranyl)phenyl]boronic acid
• IUPAC传统名: 4-(dihydroxyboranyl)phenylboronic acid
• 别名: 1,4-苯二硼酸; 对苯二硼酸; 苯基-1,4-二硼酸; 苯基-1,4-二硼酸; 1,4-苯二硼酸; 1,4-Phenylenediboronic acid; p-Benzenediboronic acid; NSC 25410; 1,4-Phenylenebisboronic acid; p-Phenylenediboronic acid; Benzene-1,4-diboronic acid; Benzene-1,4-diboronic acid; Benzene-1,4-diboronic acid; 1,4-Benzenediboronic Acid; 1,4-Phenylenebis(boronic acid); 1,4-Benzenediboronic acid

登记号

• CAS号: 4612-26-4
• MDL号: MFCD00236018
• Beilstein号: 2836921
• PubChem SID: 24866124; 160973866
• PubChem CID: 230478

理论计算性质

• Acid pKa: 8.224804
• 质子受体: 4
• 质子供体: 4
• LogD (pH = 5.5): 1.2321866
• LogD (pH = 7.4): 1.1715219
• Log P: 1.233
• 摩尔折射率: 35.149 cm^3
• 极化性: 16.752138 Å^3
• 极化表面积: 80.92 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: >300°C; >350 °C(lit.)

安全信息

• 保存注意事项: Harmful/Irritant; IRRITANT
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• 安全公开号: 26-36/37; 36
• TSCA收录: false; 否
• GHS危险品标识: GHS06; GHS07
• GHS警示词: Warning
• GHS危险声明: H301; H302
• GHS警示性声明: P264-P270-P301+P310-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%; 96%; 98%; 99%
• 线性分子式: C6H4[B(OH)2]2

详细说明

Sigma Aldrich - 417130

Other Notes
含不定量的酸酐
包装
5, 25 g in glass bottle
Application
Reagent used for
• Externally initiated Kumada catalyst-transfer polycondensation1
• Suzuki-Miyaura cross-coupling reactions2
• Energy transfer processes in optoelectronic devices3
• Palladium-catalyzed sequential alkenylation and conjugate addition reactions4
• Scholl cyclizations5 Reagent used in Preparation of
• Crosslinkers and cross-linked core-shell nanoparticles by RAFT polymerization and palladium-catalyzed Suzuki coupling reaction6
• Fluorescence and solution-processable coordination polymers7
• Cyclotricatechylene based porous crystalline material for gas storage8
• Indolizine derivatives as OLEDs2
• Helically p-stacked thiophene-based copolymers with circularly polarized fluorescence9
• Novel organic semiconductors and applications in organic thin-film transistors10
• Highly twisted polycyclic aromatic hydrocarbons with unexptected reactivity5