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723614

Sigma-Aldrich

4-(Diphenylamino)phenylboronic acid pinacol ester

95%

Synonyme(s) :

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

Formule empirique (notation de Hill):
C24H26BNO2
Poids moléculaire :
371.28
Numéro MDL:
Code UNSPSC :
12352103
ID de substance PubChem :
Nomenclature NACRES :
NA.23

Pureté

95%

Forme

powder

Pf

93-98 °C

Chaîne SMILES 

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

Clé InChI

VKSWIFGDKIEVFZ-UHFFFAOYSA-N

Description générale

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).

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Les clients ont également consulté

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)
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)
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)

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