Merck

723614

Sigma-Aldrich

4-(Diphenylamino)phenylboronic acid pinacol ester

95%

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别名:
N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl-N-phenylbenzenamine, Diphenyl-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-amine
Empirical Formula (Hill Notation):
C24H26BNO2
分子量:
371.28
MDL编号:
PubChem化学物质编号:
NACRES:
NA.23

检测方案

95%

形式

powder

mp

93-98 °C

SMILES string

CC1(C)OB(OC1(C)C)c2ccc(cc2)N(c3ccccc3)c4ccccc4

InChI

1S/C24H26BNO2/c1-23(2)24(3,4)28-25(27-23)19-15-17-22(18-16-19)26(20-11-7-5-8-12-20)21-13-9-6-10-14-21/h5-18H,1-4H3

InChI key

VKSWIFGDKIEVFZ-UHFFFAOYSA-N

一般描述

4-(Diphenylamino)phenylboronic acid pinacol ester is an aryl boronic acid ester that is majorly used in organic synthesis. It can be used in the transition metal-catalyzed Suzuki-Miyaura cross-coupling reaction due to its low toxicity and unique reactivity. It is an electron rich boronic acid ester that can also be used in protodeboronation.

应用

4-(Diphenylamino)phenylboronic acid pinacol ester may be used to synthesize 4-(2,2′ -bithiophen-5-yl)- 5-phenylpyrimidine for potential usage in the development of sensing devices for the detection of nitroaromatic explosives. It can also be used in the synthesis of oligothiophene (electron donating group) for the fabrication of dye sensitized solar cells (DSSCs).

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Triphenylamine-based dyes for dye-sensitized solar cells
Zhang F, et al.
Dyes and Pigments, 81(3), 224-230 (2009)
Fluorine in Life Sciences: Pharmaceuticals, Medicinal Diagnostics, and Agrochemicals
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Verbitskiy EV, et al.
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Base-promoted silver-catalyzed protodeboronation of arylboronic acids and esters
Liu C, et al.
Royal Society of Chemistry Advances, 5(20), 15354-15358 (2015)
Microwave-assisted synthesis of 4-(2, 2'-bithiophen-5-yl)-5-phenylpyrimidine derivatives as sensors for detection of nitroaromatic explosives
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Chemistry of Heterocyclic Compounds, 52(11), 904-909 (2016)

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