(4-fluorophenyl)boronic acid

• ChemBase编号: 8345
• 分子式: C6H6BFO2
• 平均质量: 139.9200432
• 单一同位素质量: 140.04448805
• SMILES: OB(O)c1ccc(cc1)F
• Canonical SMILES: OB(c1ccc(cc1)F)O
• InChI: InChI=1S/C6H6BFO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H
• InChIKey: LBUNNMJLXWQQBY-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (4-fluorophenyl)boronic acid
• IUPAC传统名: 4-fluorophenylboronic acid; C6H6BFO2
• 别名: 对氟苯硼酸; 4-氟苯硼酸; (4-Fluorophenyl)boric acid; (4-Fluorophenyl)dihydroxyborane; (4-Fluorophenyl)dihydroxyboron; (p-Fluorophenyl)boric acid; p-Fluorobenzylboronic acid; p-Fluorophenylboronic acid; NSC 142683; 4-Fluorobenzeneboronic acid; 4-Fluorophenylboronic acid; 4-Fluorophenylboronic acid; 4-Fluorobenzeneboronic acid; 4-Fluorophenylboric acid; 4-FLUOROBENZENEBORONIC ACID; 4-Fluorophenylboronic acid; 4-Fluorobenzeneboronic acid 97%

登记号

• CAS号: 1765-93-1
• MDL号: MFCD00039136
• Beilstein号: 2829653
• PubChem SID: 24866160; 160971652
• PubChem CID: 285645

理论计算性质

• Acid pKa: 8.790703
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 1.7790788
• LogD (pH = 7.4): 1.7620788
• Log P: 1.7793
• 摩尔折射率: 30.8199 cm^3
• 极化性: 13.2280445 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: 260-265°C; 262-265 °C(lit.); 262-265°C; 267-268°C

安全信息

• 保存条件: 2-8°C
• 保存注意事项: Harmful/Irritant/Keep Cold/Store under Argon; IRRITANT
• 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: 22-36/37/38; 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: H302-H315-H319-H335; 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: 97%; 98%
• 线性分子式: FC6H4B(OH)2

详细说明

MP Biomedicals - 02159348

GLC reageant for diols.

Apollo Scientific Ltd - PC3482

Contains variable amounts of the anhydride GLC reagent for diols see: J. Chromatogr.,158,33,1978

Sigma Aldrich - 417556

Other Notes
含不定量的酸酐
包装
1, 5 g in glass bottle
25 g in poly bottle
Application
Reagent used for
• Suzuki coupling using microwave and triton B catalyst1
• Pd-catalyzed direct arylation of pyrazoles with phenylboronic acids2
• Mizoroki-Heck and Suzuki-Miyaura coupling reactions catalyzed by palladium nanoparticles3
• Cu-catalyzed Petasis reactions4
• Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence5
• Ruthenium catalyzed direct arylation6
• Rh-catalyzed asymmetric conjugate additions7
• Ligand-free copper-catalyzed coupling of nitro arenes with arylboronic acids8
• Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions9

参考文献

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