(4-chlorophenyl)boronic acid

• ChemBase编号: 8352
• 分子式: C6H6BClO2
• 平均质量: 156.37464
• 单一同位素质量: 156.01493751
• SMILES: OB(O)c1ccc(cc1)Cl
• Canonical SMILES: OB(c1ccc(cc1)Cl)O
• InChI: InChI=1S/C6H6BClO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H
• InChIKey: CAYQIZIAYYNFCS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (4-chlorophenyl)boronic acid
• IUPAC传统名: benzeneboronic acid, p-chloro-
• 别名: 4-氯苯硼酸; 4-氯苯基硼酸; 4-氯苯硼酸; 4-Chlorobenzeneboronic acid; (p-Chlorophenyl)boronic acid; NSC 25408; p-Chlorobenzeneboronic acid; 4-Chlorobenzeneboronic acid; 4-Chlorophenylboronic acid; 4-Chlorophenylboronic acid; (4-chlorophenyl)boronic acid; 4-Chlorophenylboronic acid; 4-Chlorobenzeneboronic acid

登记号

• CAS号: 1679-18-1
• EC号: 216-845-5
• MDL号: MFCD00039137
• Beilstein号: 2936346
• PubChem SID: 24866159; 160971659
• PubChem CID: 74299

理论计算性质

• Acid pKa: 8.731473
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 2.1575465
• LogD (pH = 7.4): 2.1381185
• Log P: 2.1578
• 摩尔折射率: 35.4083 cm^3
• 极化性: 15.419235 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: 262-264°C; 268-277°C; 284-289 °C(lit.); 284-289°C

安全信息

• 保存注意事项: Harmful/Irritant/Store under Argon/Keep Cold; IRRITANT
• RTECS编号: CY8950000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22; 36/37/38
• 安全公开号: 26-37; 36
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302 + H312 + H332; H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P280
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 95%; 97%; 98%; 98+%
• 线性分子式: ClC6H4B(OH)2

详细说明

Sigma Aldrich - 417548

Other Notes
含有不定量的酸酐
包装
1, 10 g in glass bottle
25 g in poly bottle
Application
Reagent used for
• Palladium-catalyzed direct arylation1
• Cyclopalladation2
• Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation3
• Copper-mediated ligandless aerobic fluoroalkylation4
• Pd-catalyzed arylative cyclization5
• Ruthenium catalyzed direct arylation6
• Ligand-free copper-catalyzed coupling reactions7
• Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions8 Reagent used in Preparation of
• Catalysts for Suzuki-Miyaura cross-coupling2
• Palladium(II) thiocarboxamide complexes as Suzuki coupling catalysts9
• Biaryls by Suzuki reactions of aryl chlorides, bromides, and iodides with arylboronic acids10

参考文献

• GC reagent for diols: J. Chromat., 158, 33 (1978); 186, 307 (1979). See also Appendix 5.