CAS 849062-22-2 trans-2-(3-Fluorophenyl)vinylboronic acid

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trans-2-(3-Fluorophenyl)vinylboronic acid

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Catalog Number

ACM849062222-1

CAS Number

849062-22-2

Product Name

trans-2-(3-Fluorophenyl)vinylboronic acid

Category

Salt

Synonyms

trans-2-(3-Fluorophenyl)vinylboronic acid, 849062-22-2, (3-Fluorostyryl)boronic acid, ACMC-209pyc, SureCN387094, CTK5F3460, ANW-37906, ANW-54783, AG-H-40038, MCULE-9420169662, Boronic acid,B-[(1E)-2-(3-fluorophenyl)ethenyl]-, Boronicacid, [(1E)-2-(3-fluorophenyl)ethenyl]- (9CI);[(E)-2-(3-Fluorophenyl)ethenyl]boronic acid

IUPAC Name

2-(3-fluorophenyl)ethenylboronic acid

Molecular Weight

165.9573232

Molecular Formula

C8H8BFO2

Canonical SMILES

B(C=CC1=CC(=CC=C1)F)(O)O

InChI Key

ONXKUGHKGCSZJO-UHFFFAOYSA-N

Boiling Point

313.9ºC at 760 mmHg

Melting Point

184-186ºC(lit.)

Flash Point

143.6ºC

Purity

98%

Density

1.228g/cm³

Application

The purpose of trans-2-(3-Fluorophenyl)vinylboronic acid is to serve as a versatile reactant in various chemical syntheses, including the enantioselective and diastereoselective production of tetracyclins through metal-catalyzed ring opening of meso-oxabicyclic alkenes, followed by hydrogenation and Friedel-Crafts alkylation. It is also utilized in palladium-catalyzed Suzuki-Miyaura coupling reactions, the preparation of anticonvulsant agents, and the synthesis of piperazinyl pyrimidylhydroxamic acid derivatives, which function as histone deacetylase inhibitors and antitumor agents. Additionally, it assists in producing ethyl-substituted conjugated dienoates and dienones through stereoselective Suzuki cross-coupling.

Exact Mass

166.06000

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