trans-2-[4-(Trifluoromethyl)phenyl]vinylboronic acid
trans-2-[4-(Trifluoromethyl)phenyl]vinylboronic acid (CAS: 352525-91-8) is an organoboron compound with the linear formula C6H4CF3CHCHB(OH)2 and a molecular weight of 215.96 g/mol. This valuable reagent is primarily employed as a reactant in various coupling reactions, notably Suzuki-Miyaura cross-couplings. Its trifluoromethylphenyl moiety makes it a key intermediate in the synthesis of complex organic molecules.
![trans-2-[4-(Trifluoromethyl)phenyl]vinylboronic acid (C6H4CF3CHCHB(OH)2) — chemical structure, CAS 352525-91-8; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F352525-91-8.png&w=3840&q=75)
Suzuki-Miyaura Cross-Coupling Reactions
This boronic acid is an effective coupling partner in Suzuki-Miyaura reactions, facilitating the formation of carbon-carbon bonds. It is particularly useful in both conventional and microwave-assisted protocols, enabling efficient synthesis of biaryl and vinyl compounds.
Preparation of Vinylic Boronates
The compound serves as a precursor for the preparation of vinylic MIDA boronates. These derivatives offer enhanced stability and handling properties compared to their parent boronic acids, while still participating effectively in cross-coupling chemistry.
Synthesis of Pharmaceutical Intermediates
It is utilized in the synthesis of complex organic structures, including the preparation of C2-aryl pyrrolobenzodiazepine antitumor agents. This highlights its importance in medicinal chemistry and drug discovery.
Cobalt-Catalyzed Coupling Reactions
This boronic acid can participate in cobalt-catalyzed coupling reactions, expanding the scope of organometallic transformations available for synthetic chemists. This offers alternative pathways for constructing challenging molecular frameworks.
| Molecular weight | 215.96 |
|---|---|
| Linear formula | C6H4CF3CHCHB(OH)2 |
| Assay | ≥95% |
| Application | Reactant for:Microwave-assisted Suzuki-Miyaura cross-coupling1Cobalt-catalyzed coupling reactions2Preparation of vinylic MIDA boronates3Synthesis of C2-aryl pyrrolobenzodiazepine antitumor agents4Suzuki-Miyaura cross-coupling reaction5,6 |
| Melting point | 204-210 °C(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
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.
What is trans-2-[4-(Trifluoromethyl)phenyl]vinylboronic acid used for?
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This compound is primarily used as a reactant in Suzuki-Miyaura cross-coupling reactions, for the preparation of vinylic MIDA boronates, in cobalt-catalyzed coupling reactions, and for the synthesis of C2-aryl pyrrolobenzodiazepine antitumor agents.
What are the CAS number and formula for this product?
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The CAS number is 352525-91-8, and the linear formula is C6H4CF3CHCHB(OH)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product with an assay of ≥95%. It is supplied as a technical/research grade chemical and TSS does not represent it as USP, BP, or EP.
What are the key safety and handling considerations?
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This compound requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. It is classified under WGK Germany 3, indicating a hazard to water.
How is this chemical packed and shipped?
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This chemical is packed and shipped according to international regulations for hazardous materials, ensuring safe transit and export. Please contact us for specific quantity and packaging details.
How can I request a sample or quote?
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To request a sample or a detailed quotation, please contact our sales team through the website or by phone. Our experts will be pleased to assist you with your requirements.
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