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Merck
CN

431966

Sigma-Aldrich

4-甲酰基苯硼酸

≥95.0%

别名:

4-醛基苯硼酸, 对甲酰苯硼酸

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About This Item

线性分子式:
HCOC6H4B(OH)2
CAS号:
分子量:
149.94
Beilstein:
3030770
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

≥95.0%

mp

237-242 °C (lit.)

官能团

aldehyde

SMILES字符串

OB(O)c1ccc(C=O)cc1

InChI

1S/C7H7BO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5,10-11H

InChI key

VXWBQOJISHAKKM-UHFFFAOYSA-N

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应用

4-甲酰基苯硼酸是Suzuki交叉偶联反应的底物,用作以下应用的试剂:
  • 钯催化的水中Suzuki-Miyaura交叉偶联。
  • 芳基硼酸与氟烷基碘的铜介导无配体有氧氟烷基化。
  • 硝基芳烃与芳基硼酸的无配体铜催化偶联。
  • 三乙胺催化的三组分汉斯酯缩合物。
  • 铜催化硝化。
  • 毛栓菌催化二烯烃的氧化单裂解。
  • 芳基硼酸与羧酸酐或酰氯的钯催化交叉偶联。
  • 钯催化氧气氧化交叉偶联反应。
  • 敏化剂与作为电子供体的二噻呋烯基单元的合成,用于高效染料敏化太阳能电池。
  • 新型抗革兰氏阳性菌蛋白合成抑制剂的合成。
  • hexahomotrioxacalix[3]芳烃上边缘的Suzuki芳香偶合反应。
  • 铑催化环合作用,将1,5-烯炔转换为环戊烯和螺环戊烯。

其他说明

含不定量的酸酐

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Skin Sens. 1

储存分类代码

11 - Combustible Solids

WGK

WGK 1

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Qi Huang et al.
ACS applied materials & interfaces, 11(17), 15861-15868 (2019-03-28)
Conjugated microporous polymers (CMPs) with high surface areas, tunable building blocks, and fully conjugated structures have found important applications in optoelectronics. Here, we report a new series of CMPs with tunable band gaps by introducing thiazolo[5,4- d] thiazole as the
Ghazale Gholami et al.
Faraday discussions, 225, 358-370 (2020-10-23)
Zr(iv) metal-organic frameworks (MOFs) UiO-68 and PCN-57, containing triphenylene dicarboxylate (TPDC) and tetramethyl-triphenylene dicarboxylate (TTDC) linkers, respectively, were doped with an H-shaped tetracarboxylate linker that contains a [2]rotaxane molecular shuttle. The new MOFs, UWDM-8 and UWDM-9, contain a [2]rotaxane crossbar
Palladacycle-catalyzed cross-coupling reactions of arylboronic acids with carboxylic anhydrides or acyl chlorides
Yu, A.; et al.
Tetrahedron, 68, 2283-2288 (2012)
Caroline E Paul et al.
Chemical communications (Cambridge, England), 48(27), 3303-3305 (2012-02-24)
The first report of a biocatalytic regioselective oxidative mono-cleavage of dialkenes was successfully achieved employing a cell-free enzyme preparation from Trametes hirsuta at the expense of molecular oxygen. Selected reactions were performed on a preparative scale affording high to excellent
Suzuki Coupling at the 2-Position of Densely Functionalized Pyrimidones
Colarusso, Stefania; et al.
Synthesis, 8, 1343-1350 (2006)

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