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Merck
CN

632724

Sigma-Aldrich

4-氯苯基硼酸频哪醇酯

97%

别名:

4-(4,4,5,5-四甲基-1,3,2-二氧杂硼烷-2-基)氯苯

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About This Item

经验公式(希尔记法):
C12H16BClO2
分子量:
238.52
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22

方案

97%

表单

solid

mp

50-55 °C (lit.)

储存温度

2-8°C

SMILES字符串

CC1(C)OB(OC1(C)C)c2ccc(Cl)cc2

InChI

1S/C12H16BClO2/c1-11(2)12(3,4)16-13(15-11)9-5-7-10(14)8-6-9/h5-8H,1-4H3

InChI key

NYARTXMDWRAVIX-UHFFFAOYSA-N

应用

4-Chlorophenylboronic acid pinacol ester can be used as a reagent in Suzuki-Miyaura cross-coupling reaction to form C-C bonds by reacting with different aryl halides over palladium catalysts.
It can also be used as a reactant:
  • To prepare 2-(4-chlorophenyl)-4H-chromen-4-one by treating with 4-chromanone via one-pot palladium-catalyzed dehydrogenation and oxidative boron-Heck coupling reaction.
  • In the ligand-enabled C-H bond activation reaction in the presence of a palladium catalyst.
  • To synthesize biaryl amides via Cu-catalyzed C-H bond coupling of aryl arylamides.

象形图

Exclamation mark

警示用语:

Warning

危险声明

预防措施声明

危险分类

Acute Tox. 4 Oral - Aquatic Chronic 4

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

>230.0 °F

闪点(°C)

> 110 °C

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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访问文档库

Cu (OAc) 2-catalyzed coupling of aromatic C-H bonds with arylboron reagents
Shang M, et al.
Organic Letters, 16(21), 5666-5669 (2014)
Ligand-enabled cross-coupling of C (sp 3)-H bonds with arylboron reagents via Pd (II)/Pd (0) catalysis
Chan KSL, et al.
Nature Chemistry, 6(2), 146-146 (2014)
A versatile approach to flavones via a one-pot Pd (II)-catalyzed dehydrogenation/oxidative boron-Heck coupling sequence of chromanones
Lee J, et al.
Organic & Biomolecular Chemistry, 14(2), 777-784 (2016)
Enhanced heterogeneously catalyzed Suzuki-Miyaura reaction over SiliaCat Pd (0)
Pandarus V, et al.
Tetrahedron Letters, 54(35), 4712-4716 (2013)

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