723614

4-(Diphenylamino)phenylboronic acid pinacol ester

95%

• Synonym(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
• Empirical Formula (Hill Notation): C₂₄H₂₆BNO₂
• Molecular Weight: 371.28
• MDL number: MFCD13195770
• UNSPSC Code: 12352103
• PubChem Substance ID: 329764021
• NACRES: NA.23

Properties

• 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

Description

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).

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable