146631-00-7
Chemical Structure
4-Benzyloxyphenylboronic acid
- CAS No.: 146631-00-7
- Formula:C13H13BO3
- Molecular Weight:228.06
IUPAC Name: (4-(benzyloxy)phenyl)boronic acid
InChIKey: DMJHEIDWSIAXCS-UHFFFAOYSA-N
SMILES: OB(O)C1=CC=C(OCC2=CC=CC=C2)C=C1
Biological Activity: 4-Benzyloxyphenylboronic acid is an arylboronic acid reagent that generates Monobenzone (HY-30272), a compound that inhibits melanin production in the skin, via electrochemical deboronation hydroxylation. 4-Benzyloxyphenylboronic acid serves as a coupling partner in Pd (0)-catalyzed Suzuki-Miyaura cross-coupling reactions for the synthesis of bent-core liquid crystals and liquid crystalline amphiphiles. 4-Benzyloxyphenylboronic acid is used in the study of hyperpigmentation[1][2][3][4][5].
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4-Benzyloxyphenylboronic acid | 4-Benzyloxyphenylboronic acid is an arylboronic acid reagent that generates Monobenzone (HY-30272), a compound that inhibits melanin production in the skin, via electrochemical deboronation hydroxylation. 4-Benzyloxyphenylboronic acid serves as a coupling partner in Pd (0)-catalyzed Suzuki-Miyaura cross-coupling reactions for the synthesis of bent-core liquid crystals and liquid crystalline amphiphiles. 4-Benzyloxyphenylboronic acid is used in the study of hyperpigmentation. | |||||||||||||||||||||
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References
- [1]. Sun B, et al. Confirmation of Suzuki-Miyaura Cross-Coupling Reaction Mechanism through Synthetic Architecture of Nanocatalysts. Journal of the American Chemical Society. 2020 Aug 12;142(32):13823-13832.
- [2]. Petrenko AS, et al. A twist grain boundary phase with a local antiferroelectric structure. Journal of Physics: Condensed Matter. 2000 Oct 9;12(40):8577-93.
- [3]. Kolbel M, et al. Thermotropic and lyotropic liquid crystalline phases of rigid aromatic amphiphiles. Chemistry (Weinheim an der Bergstrasse, Germany). 2000 Oct 16;6(20):3821-37.
- [4]. Güzeller D, et al. Development of tilt, biaxiality and polar order in bent-core liquid crystals derived from 4′-hydroxybiphenyl-3-carboxylic acid. Journal of Materials Chemistry C. 2015 Apr 23;3(17):4269-82.
- [5]. Fu Z, et al. An Electrochemical Method for Deborylative Hydroxylation of Arylboronic Acids under Metal-free Conditions. Chemistry, an Asian journal. 2022 Dec 14;17(24):e202200780.
