Catalog Number
ACMA00016287
Product Name
4-(Diphenylamino)phenylboronic acid pinacol ester
Category
Synthetic Tools and Reagents
Synonyms
Diphenyl-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-amine, N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl-N-phenylbenzenamine
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.
IUPAC Name
N,N-diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
Molecular Formula
C24H26BNO2
Canonical 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
InChI Key
VKSWIFGDKIEVFZ-UHFFFAOYSA-N
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).
Covalently-Bonded Unit Count
1
Exact Mass
371.205659g/mol
Features And Benefits
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Monoisotopic Mass
371.205659g/mol
Packaging
Packaging
1, 5 g in glass bottle