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trans-2-(3-Fluorophenyl)vinylboronic acid

CAS 849062-22-2C8H8FBO2Chemical Synthesis

Tech Serve Solutions offers trans-2-(3-Fluorophenyl)vinylboronic acid (CAS: 849062-22-2), a key organoboron compound with the molecular formula C8H8FBO2. This white solid serves as a crucial building block in advanced organic synthesis. Its applications span the preparation of complex pharmaceuticals, including anticonvulsant agents and histone deacetylase inhibitors, as well as its utility in stereoselective cross-coupling reactions like the Suzuki-Miyaura coupling.

IUPAC
(E)-2-(3-Fluorophenyl)ethenylboronic acid
Synonyms
(E)-2-(3-Fluorophenyl)ethenylboronic acid
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trans-2-(3-Fluorophenyl)vinylboronic acid (C8H8FBO2) — chemical structure, CAS 849062-22-2; Chemistry, fine chemical supplied by Tech Serve Solutions
Alkenyl Boronic AcidsBoronic AcidsChemical SynthesisOrganometallic Reagents
01 /Applications

Suzuki-Miyaura Coupling

This compound is an effective reactant in palladium-catalyzed Suzuki-Miyaura coupling reactions, enabling the formation of carbon-carbon bonds for creating diverse molecular architectures.

Pharmaceutical Intermediate

It is utilized in the synthesis of various pharmaceutical agents, including anticonvulsants and potential antitumor compounds by acting as a key intermediate in multi-step synthetic pathways.

Stereoselective Synthesis

The boronic acid participates in stereoselective Suzuki cross-coupling reactions to prepare ethyl-substituted conjugated dienoates and dienones, controlling product stereochemistry.

Synthesis of Tetracyclines

It serves as a reactant in the enantioselective and diastereoselective synthesis of tetracyclines, involving metal-catalyzed ring opening and subsequent functionalization steps.

02 /Properties
Molecular weight165.96
Empirical formulaC8H8FBO2
ApplicationReactant for:• Enantioselective diastereoselective synthesis of tetracyclins via metal-catalyzed ring opening of meso-oxabicyclic alkenes followed by hydrogenation and Friedel-Crafts alkylation1• Palladium-catalyzed Suzuki-Miyaura coupling reactions2• Preparation of anticonvulsant agents3• Preparation of piperazinyl pyrimidylhydroxamic acid deriatives as histone deacetylase inhibitors and antitumor agents4• Preparation of ethyl-substituted conjugated dienoates and dienones by stereoselective Suzuki cross-coupling5
Melting point184-186 °C(lit.)
03 /Identifiers & registry
CAS number
849062-22-2
MDL number
MFCD06008297
PubChem substance
24882901
04 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

05 /Frequently asked questions

What is trans-2-(3-Fluorophenyl)vinylboronic acid used for?

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trans-2-(3-Fluorophenyl)vinylboronic acid is used as a reactant in organic synthesis, particularly for Suzuki-Miyaura coupling reactions, preparation of anticonvulsant agents, histone deacetylase inhibitors, antitumor agents, and in the synthesis of tetracyclines.

What is the CAS number and molecular formula for trans-2-(3-Fluorophenyl)vinylboronic acid?

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The CAS number is 849062-22-2 and the molecular formula is C8H8FBO2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this product as a research or technical grade chemical. It is not represented as USP, BP, EP, or for food, drug, or medical use.

What are the safety and handling precautions for trans-2-(3-Fluorophenyl)vinylboronic acid?

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trans-2-(3-Fluorophenyl)vinylboronic acid is classified with a WGK Germany of 3, indicating it is hazardous. Handle with appropriate personal protective equipment in a well-ventilated area. Consult the Safety Data Sheet for detailed hazard information and handling procedures.

How is trans-2-(3-Fluorophenyl)vinylboronic acid packed and shipped?

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Tech Serve Solutions carefully packs and ships chemicals globally, adhering to all relevant regulations for safe transport. Specific packaging details are available upon request.

How can I request a sample or quote for trans-2-(3-Fluorophenyl)vinylboronic acid?

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To request a sample or a quotation, please contact our sales team via the website or direct inquiry. Provide the product name and CAS number (849062-22-2) for prompt service.

Need trans-2-(3-Fluorophenyl)vinylboronic acid in a specific grade or volume?