Merck

473790

Sigma-Aldrich

反式-2-苯基乙烯基硼酸

97%

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别名:
(E)-2-phenyl-Etheneboronic acid, (E)-Phenylethenylboronic acid, (E)-Styreneboronic acid, (E)-Styrylboronic acid, trans-(2-Phenylethenyl)boronic acid, trans-Phenylvinyl boronic acid
线性分子式:
C6H5CH=CHB(OH)2
CAS号:
分子量:
147.97
MDL编号:
PubChem化学物质编号:
NACRES:
NA.22

检测方案

97%

mp

146-156 °C (lit.)

SMILES string

OB(O)\C=C\c1ccccc1

InChI

1S/C8H9BO2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7,10-11H/b7-6+

InChI key

VKIJXFIYBAYHOE-VOTSOKGWSA-N

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此商品
417580518980571350
4-Vinylphenylboronic acid ≥95%

Sigma-Aldrich

417580

4-乙烯基苯硼酸

1-Phenylvinylboronic acid 95%

Sigma-Aldrich

571350

1-苯基乙烯基硼酸

mp

146-156 °C (lit.)

mp

190-193 °C (lit.)

mp

140-144 °C

mp

125 °C (dec.) (lit.)

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

100

应用

试剂用于
  • 钯催化的Suzuki-Miyaura偶联反应
  • 铑催化的芳基叠氮化物的分子内胺化
  • 通过钯催化 Heck-Suzuki 级联反应实现非对映选择性合成
  • 铜 (Cu) 介导氰化
  • 铑 (Rh) 催化不对称加成
  • 通过铱 (Ir) 催化加成反应实现非对映选择性合成
  • 钯(Pd)催化的级联环化反应

试剂用于制备
  • 非对映选择性 Petasis 硼-曼尼希反应合成光学活性不饱和氨基酸
  • 使用钌催化的闭环复分解和异构化,通过Petasis 3-组分反应生成氨基醇二烯

其他说明

含有不定量的酸酐

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

Eyeshields, Gloves, type N95 (US)


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Phenethylboronic acid

Sigma-Aldrich

588423

苯乙基硼酸

Ligand Effects on the Stereochemical Outcome of Suzuki-Miyaura Couplings
Lu, G-P.; et al.
The Journal of Organic Chemistry, 77, 370-3703 (2012)
Tomohiro Iwai et al.
Journal of the American Chemical Society, 134(2), 1268-1274 (2011-12-14)
Iridium complexes show high catalytic activity in intermolecular additions of acid chlorides to terminal alkynes to afford valuable (Z)-β-chloro-α,β-unsaturated ketones. Ligands in the catalytic system play a crucial role in this reaction. An N-heterocyclic carbene (NHC) is an efficient ligand
Xiangqing Feng et al.
Organic letters, 14(2), 624-627 (2012-01-12)
This paper describes a Rh(I)-catalyzed highly efficient and enantioselective 1,2-addition of arylboronic acids to α-diketones with the use of a simple sulfur-alkene hybrid ligand. With as low as a 0.1 mol % catalyst loading, a variety of optically active α-hydroxyketones
Diastereoselective synthesis of tetrahydroquinolines via a palladium-catalyzed Heck-Suzuki cascade reaction
Wilson, J. E.
Tetrahedron Letters, 53, 2308-2311 (2012)
Erhad Ascic et al.
ACS combinatorial science, 14(4), 253-257 (2012-02-24)
A "build/couple/pair" pathway for the systematic synthesis of structurally diverse small molecules is presented. The Petasis 3-component reaction was used to synthesize anti-amino alcohols displaying pairwise reactive combinations of alkene moieties. Upon treatment with a ruthenium alkylidene-catalyst, these dienes selectively

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