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Merck
CN
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文件

483532

Sigma-Aldrich

4-(二甲基氨基)苯硼酸

≥95.0%

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别名:
4-(N,N-Dimethylamino)phenylboronic acid, 4-N,N-Dimethylaminobenzeneboronic acid, 4-N,N-Dimethylphenylboronic acid, 4-Dimethylaminobenzeneboronic acid, p-(Dimethylamino)-benzeneboronic acid, [4-(Dimethylamino)phenyl-1-yl]boronic acid, [4-(Dimethylamino)phenyl]boric acid
线性分子式:
(CH3)2NC6H4B(OH)2
CAS号:
28611-39-4
分子量:
165.00
MDL编号:
MFCD01074642
UNSPSC代码:
12352103
PubChem化学物质编号:
24871900

检测方案

≥95.0%

mp

227 °C (lit.)

SMILES字符串

CN(C)c1ccc(cc1)B(O)O

InChI

1S/C8H12BNO2/c1-10(2)8-5-3-7(4-6-8)9(11)12/h3-6,11-12H,1-2H3

InChI key

RIIPFHVHLXPMHQ-UHFFFAOYSA-N

应用

作为试剂用于以下反应
  • Suzuki-Miyaura交叉偶联反应
  • 镍（Ni）催化的Suzuki-Miyaura交叉偶联反应
  • 铑（Rh）催化的不对称加成反应
  • 钯 (Pd) 催化的C-OH键激活

试剂用于制备
  • 推拉式芳基乙烯基噻嗪发色团
  • 带末端推挽取代的螺旋邻苯撑低聚物
  • 海藻酸钠负载的阳离子-Pd纳米凝胶作为Suzuki-Miyaura 交叉偶联反应的催化剂
  • 用于染料敏化太阳能电池的有机染料

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315,H319,H335

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Dramatic Effect of the Gelling Cation on the Catalytic Performances of Alginate-Supported Palladium Nanoparticles for the Suzuki-Miyaura Reaction
Chtchigrovsky, M.; et al.
Chemistry of Materials, 24, 1505-1510 (2012)
Mamoru Tobisu et al.
Journal of the American Chemical Society, 133(48), 19505-19511 (2011-10-26)
Two protocols for the nickel-catalyzed cross-coupling of aryl fluorides with aryl boronic esters have been developed. The first employs metal fluoride cocatalysts, such as ZrF(4) and TiF(4), which enable Suzuki-Miyaura reactions of aryl fluorides bearing electron-withdrawing (ketones, esters, and CF(3))
Feng Cai et al.
Journal of the American Chemical Society, 133(45), 18066-18069 (2011-10-07)
We demonstrate that allenes, chiral 1,2-dienes, appended with basic functionality can serve as ligands for transition metals. We describe an allene-containing bisphosphine that, when coordinated to Rh(I), promotes the asymmetric addition of arylboronic acids to α-keto esters with high enantioselectivity.
Jian He et al.
Organic & biomolecular chemistry, 10(17), 3398-3405 (2012-03-17)
ortho-Phenylenes are an emerging class of helical oligomers and polymers. We have synthesized a series of push-pull-substituted o-phenylene oligomers (dimethylamino/nitro) up to the octamer. Conformational analysis of the hexamer using a combination of low-temperature NMR spectroscopy and ab initio predictions
Organic dyes incorporating the cyclopentadithiophene moiety for efficient dye-sensitized solar cells
Cheng, X.; et al.
Dyes and Pigments, 92, 1292-1299 (2012)
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