78181
苯基硼酸
purum, ≥97.0% (HPLC)
别名:
NSC 66487, 二羟基苯硼烷, 苯基硼酸, 苯硼酸
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关于此项目
线性分子式:
C6H5B(OH)2
化学文摘社编号:
分子量:
121.93
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-701-9
Beilstein/REAXYS Number:
970972
MDL number:
InChI key
HXITXNWTGFUOAU-UHFFFAOYSA-N
InChI
1S/C6H7BO2/c8-7(9)6-4-2-1-3-5-6/h1-5,8-9H
SMILES string
OB(O)c1ccccc1
grade
purum
assay
≥97.0% (HPLC)
form
crystals
mp
216-219 °C (lit.), 218-222 °C
Quality Level
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General description
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。
Application
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。
Other Notes
含有不定量的苯硼酸酐
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Phenylboronic-acid-based functional chemical materials for fluorescence imaging and tumor therapy
Li S, et al.
ACS Omega, 7, 2520-2532 (2022)
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)
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.
Erjun Zhou et al.
Chemical communications (Cambridge, England), 48(43), 5283-5285 (2012-04-24)
A new alternating copolymer of fluorene and naphthalene diimide, PF-NDI, was synthesized and characterized. The highest power conversion efficiency of all-polymer solar cells based on P3HT:PF-NDI reached 1.63% with a relatively high fill factor of 0.66 by using 1,8-diiodooctane as
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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