trans-2-(4-Methoxyphenyl)vinylboronic acid
trans-2-(4-Methoxyphenyl)vinylboronic acid (CAS: 72316-18-8) is a versatile organoboron compound with the molecular formula C9H11BO3 and a molecular weight of 177.99 g/mol. This compound serves as a key reactant in various sophisticated organic synthesis methodologies. Its utility is demonstrated in enantioselective conjugate additions, cross-coupling reactions, and asymmetric dihydroxylation processes, making it valuable for constructing complex molecular architectures.
- IUPAC
- [(E)-2-(4-Methoxyphenyl)ethenyl]boronic acid
Organic Synthesis
Utilised as a reactant in enantioselective conjugate addition reactions with indole-appended enones and in Liebeskind-Srogl cross-coupling reactions for the formation of carbon-carbon bonds.
Asymmetric Transformations
Employed in Petasis asymmetric dihydroxylation for the synthesis of (dihydroxy)homotyrosines and in asymmetric Michael additions with hydroxycinnamaldehydes, enabling chiral syntheses.
Organometallic Chemistry
Acts as a coupling partner in copper-catalyzed trifluoromethylation and cobalt-catalyzed coupling reactions for the synthesis of substituted phenylbutenylheteroarenes.
| Molecular weight | 177.99 |
|---|---|
| Linear formula | CH3OC6H4CH=CHB(OH)2 |
| Assay | ≥95% |
| Application | Reactant involved in:• Enantioselective conjugate addition reactions with indole-appended enones1• Liebeskind-Srogl cross-coupling reactions2• Petasis asymmetric dihydroxylation for synthesis of (dihydroxy)homotyrosines3• Copper-catalyzed trifluoromethylation4• Asymmetric Michael addition with hydroxycinnamaldehydes5• Cobalt-catalyzed coupling for synthesis of phenylbutenylheteroarenes6 |
| Melting point | 140-144 °C |
| 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-Methoxyphenyl)vinylboronic acid used for?
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trans-2-(4-Methoxyphenyl)vinylboronic acid is used as a reactant in various organic synthesis applications, including enantioselective conjugate addition, Liebeskind-Srogl cross-coupling, Petasis asymmetric dihydroxylation, copper-catalyzed trifluoromethylation, and asymmetric Michael addition reactions.
What are the CAS number and chemical formula for this compound?
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The CAS number is 72316-18-8 and the chemical formula is CH3OC6H4CH=CHB(OH)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies trans-2-(4-Methoxyphenyl)vinylboronic acid with an assay of ≥95%. This product is typically considered a research or technical grade material; TSS does not represent it as USP, BP, or EP grade.
What are the primary safety considerations when handling trans-2-(4-Methoxyphenyl)vinylboronic acid?
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When handling this compound, it is essential to use appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used. The compound is classified with WGK-Germany 3, indicating significant environmental hazard.
How is trans-2-(4-Methoxyphenyl)vinylboronic acid packed and shipped?
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Tech Serve Solutions carefully packs and exports fine chemicals, pharmaceutical intermediates, and laboratory reagents globally, adhering to all necessary shipping regulations to ensure safe and timely delivery.
How can I request a sample or a quote for trans-2-(4-Methoxyphenyl)vinylboronic acid?
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To request a sample or a quote, please contact our sales team through the website or by calling our dedicated customer service line. Please specify the quantity required and your delivery location.
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