等级
purum
质量水平
方案
≥97.0% (HPLC)
表单
crystals
mp
216-219 °C (lit.)
218-222 °C
SMILES字符串
OB(O)c1ccccc1
InChI
1S/C6H7BO2/c8-7(9)6-4-2-1-3-5-6/h1-5,8-9H
InChI key
HXITXNWTGFUOAU-UHFFFAOYSA-N
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一般描述
苯硼酸是高度稳定的受体配体,可用于交联反应和药物递送。
苯硼酸(Phenylboronic acid, PBA)是一种有机硼酸。用作分子受体,可结合到含顺式二醇基团的化合物上。苯硼酸可与芳基氯化物一起在Pd/C(催化剂)和水(溶剂)的存在下进行微波辅助的Suzuki偶联反应。苯硼酸可与卤芳烃通过钯催化的交叉偶联反应合成联芳基化合物。
苯硼酸(Phenylboronic acid, PBA)是一种有机硼酸。用作分子受体,可结合到含顺式二醇基团的化合物上。苯硼酸可与芳基氯化物一起在Pd/C(催化剂)和水(溶剂)的存在下进行微波辅助的Suzuki偶联反应。苯硼酸可与卤芳烃通过钯催化的交叉偶联反应合成联芳基化合物。
应用
苯硼酸可用于下列反应:
苯硼酸可用作试剂制备:
- 铑催化的分子内胺化。
- 钯催化的直接芳基化。
- 钯纳米粒子催化的 Mizoroki-Heck 和 Suzuki-Miyaura 偶联反应。
- 钯催化的立体选择性 Heck 型反应。
- 高效钯催化芳基化 Suzuki-Miyaura 在水中交叉偶联。
苯硼酸可用作试剂制备:
- Ni (II) 钳形配合物和 Pd (II) 吡哆醛腙类金属化合物作为 Suzuki-Miyaura 交叉偶联反应的催化剂。
- 用于全聚合物太阳能电池的 N 型聚合物。
- 新型系列强效和选择性 mTOR 激酶抑制剂。
- 乳酸脱氢酶抑制剂抑制癌细胞增殖。
其他说明
含有不定量的苯硼酸酐
警示用语:
Warning
危险声明
危险分类
Acute Tox. 4 Oral
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
Synthesis of polyfunctional glycerol esters: lipase-catalyzed esterification of glycerol with diesters.
Villeneuve P, et al.
Journal of the American Oil Chemists' Society, 75(11), 1545-1549 (1998)
Phenylboronic-acid-based functional chemical materials for fluorescence imaging and tumor therapy
Li S, et al.
ACS Omega, 7, 2520-2532 (2022)
María Moreno-Guzmán et al.
Biosensors & bioelectronics, 35(1), 82-86 (2012-03-14)
This work reports for the first time an electrochemical immunosensor for the determination of adrenocorticotropin hormone (ACTH). The immunoelectrode design involves the use of amino phenylboronic acid for the oriented immobilization of anti-ACTH antibodies onto screen-printed carbon modified electrode surfaces.
Riina K Arvela et al.
Organic letters, 7(11), 2101-2104 (2005-05-20)
[reaction: see text]. We present here a methodology for the Suzuki coupling of aryl chlorides with phenylboronic acid using Pd/C as a catalyst, water as a solvent, and microwave heating. We show that simultaneous cooling in conjunction with microwave heating
Peng-Cheng Chen et al.
Langmuir : the ACS journal of surfaces and colloids, 27(20), 12597-12605 (2011-09-09)
Phenylboronic acid (PBA)-functionalized materials have attracted considerable attention because of their potential applications in many fields. In this paper, we report a PBA-segregated honeycomb-patterned porous film (HPPF) for glucose sensing. Polystyrene-block-poly(acrylic acid-co-acrylamidophenylboronic acid) with different contents of PBA pendants was
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