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723614

4-(Diphenylamino)phenylboronic acid pinacol ester

Name: 4-(Diphenylamino)phenylboronic acid pinacol ester
Brand: ALDRICH

95%

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

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关于此项目

经验公式（希尔记法）:

C₂₄H₂₆BNO₂

分子量:

371.28

NACRES:

NA.23

PubChem Substance ID:

329764021

UNSPSC Code:

12352103

MDL number:

MFCD13195770

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属性

Quality Level

100

assay

95%

form

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

说明

General description

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.

Application

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).

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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商品

Development of Organic Semiconductors

Organic electronics promise renewable energy solutions surpassing silicon-based tech.

Triphenylamine-based dyes for dye-sensitized solar cells

Zhang F, et al.

Dyes and Pigments, 81(3), 224-230 (2009)

Base-promoted silver-catalyzed protodeboronation of arylboronic acids and esters

Liu C, et al.

Royal Society of Chemistry Advances, 5(20), 15354-15358 (2015)

Fluorine in Life Sciences: Pharmaceuticals, Medicinal Diagnostics, and Agrochemicals

Progress in Fluorine Science Series (2018)

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全球贸易项目编号

货号	GTIN
723614-1G	04061832861180
723614-5G	04061833501245