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Merck

723614

Sigma-Aldrich

4-(Diphenylamino)phenylboronic acid pinacol ester

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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About This Item

经验公式(希尔记法):
C24H26BNO2
分子量:
371.28
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.23

化驗

95%

形狀

powder

mp

93-98 °C

SMILES 字串

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 密鑰

VKSWIFGDKIEVFZ-UHFFFAOYSA-N

一般說明

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.

應用

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).

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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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)
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
Progress in Fluorine Science Series (2018)
New V-shaped push-pull systems based on 4, 5-di (hetero) aryl substituted pyrimidines: their synthesis and application to the detection of nitroaromatic explosives
Verbitskiy EV, et al.
ARKIVOC (Gainesville, FL, United States), 3(11), 360-373 (2016)
Microwave-assisted synthesis of 4-(2, 2'-bithiophen-5-yl)-5-phenylpyrimidine derivatives as sensors for detection of nitroaromatic explosives
Verbitskiy EV, et al.
Chemistry of Heterocyclic Compounds, 52(11), 904-909 (2016)

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