(4-bromophenyl)boronic acid

• ChemBase编号: 7926
• 分子式: C6H6BBrO2
• 平均质量: 200.82564
• 单一同位素质量: 199.96442183
• SMILES: c1(ccc(cc1)Br)B(O)O
• Canonical SMILES: OB(c1ccc(cc1)Br)O
• InChI: InChI=1S/C6H6BBrO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H
• InChIKey: QBLFZIBJXUQVRF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (4-bromophenyl)boronic acid
• IUPAC传统名: 4-bromophenylboric acid
• 别名: 4-溴苯基硼酸; 4-溴苯硼酸; B-(4-Bromophenyl)boronic Acid; (4-Bromophenyl)boronic Acid; 4-Bromophenylboronic Acid (contains varying amounts of Anhydride); 4-Bromo-phenylboronic acid; (p-Bromophenyl)boronic acid; 4-Bromophenylboric acid; p-Bromobenzeneboronic acid; p-Bromophenylboric acid; NSC 25407; 4-Bromobenzeneboronic acid; 4-Bromophenylboronic acid; 4-Bromobenzeneboronic acid; 4-Bromophenylboronic acid; p-BROMOPHENYLBORONIC ACID; (4-bromophenyl)boranediol; 4-Bromophenylboronic acid; 4-Bromobenzeneboronic acid

登记号

• CAS号: 5467-74-3
• EC号: 226-779-9
• MDL号: MFCD00002104
• Beilstein号: 2936347
• PubChem SID: 24892010; 160971233; 24850877
• PubChem CID: 79599

理论计算性质

• Acid pKa: 8.7287245
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 2.431345
• LogD (pH = 7.4): 2.4117966
• Log P: 2.4316
• 摩尔折射率: 38.2263 cm^3
• 极化性: 16.381119 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: 282-286°C; 282-286°C; 284-288 °C(lit.); 284-288°C; 291 - 292°C
• 疏水性(logP): 2.458

安全信息

• 保存注意事项: IRRITANT; Irritant/Store under Argon/Keep Cold
• RTECS编号: CY8650000
• 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; 26-37
• TSCA收录: true; 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%; ≥95.0% (HPLC); 95%; 97+%; 98%
• 级别: purum
• 品质说明: variable mixture of acid and anhydride
• 线性分子式: BrC6H4B(OH)2

详细说明

MP Biomedicals - 05215741

MP Biomedicals Rare Chemical collection

Sigma Aldrich - B75956

Other Notes
含不定量的酸酐
包装
1, 5 g in glass bottle
Application
Reagent used for
• Palladium catalyzed Suzuki-Miyaura cross-couplings1
• Pd(II)-catalyzed diastereoselective conjugate additions2
• Palladium-catalyzed stereoselective Heck-type reaction of allylic esters with arylboronic acids3
• Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence4
• Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides5
• Pd-catalyzed arylative cyclization of alkyne-tethered enals or enones via carbopalladation of alkynes6
• Copper-catalyzed cross-couplings7,8Reagent used in Preparation of
• Gallate-based obovatol analogs with potential anti-tumor activity9
• Protein modulators and enzymatic and kinase inhibitors10,11

Sigma Aldrich - 18057

Other Notes
含不定量的酸酐

Toronto Research Chemicals - B686545

4-Bromophenylboric acid is used in the preparation of arylboronates as inhibitors of fatty acid amide hydrolase.

参考文献

• Weston, G.S., et al.: J. Med. Chem., 41, 4577 (1998)
• GC reagent for diols: J. Chromat., 158, 33 (1978); 186, 307 (1979).
• Carbonylative cross-coupling with iodobenzenes and CO, catalyzed by trans-Dichlorobis(triphenylphosphine)palladium(II), 10491, gives unsymmetrical diaryl ketones: Tetrahedron Lett., 34, 7595 (1993); J. Org. Chem., 63, 4726 (1998). For reactions of boronic acids, see Appendix 5.