1-Phenylvinylboronic acid
1-Phenylvinylboronic acid (CAS: 14900-39-1) is an organoboron compound with the formula C6H5C=CH2B(OH)2 and a molecular weight of 147.97 g/mol. This white to off-white solid serves as a valuable building block in organic synthesis. It is frequently employed as a reactant in various cross-coupling reactions and other transformations critical for the development of complex organic molecules in pharmaceutical and materials science research.
- IUPAC
- α-Methylene-α-tolueneboronic acid,α-Phenyl vinylboronic acid,(1-Phenylethenyl)boronic acid,Styrene α-boronic acid
- Synonyms
- (1-Phenylethenyl)boronic acidα-Methylene-α-tolueneboronic acidα-Phenyl vinylboronic acidStyrene α-boronic acid
Suzuki-Miyaura Cross-Coupling Reactions
This boronic acid is a key reagent in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of C-C bonds. It has been utilized in the preparation of C-6-substituted uridine phosphonates.
Liebeskind-Srogl Cross-Coupling
1-Phenylvinylboronic acid participates in Liebeskind-Srogl cross-coupling reactions. This application facilitates the formation of carbon-heteroatom bonds and complex molecular architectures.
Halogenation of Alkynes
The compound is employed as a reactant in the halogenation of alkynes. This specific transformation is important for the preparation of enol esters, which are versatile synthetic intermediates.
Synthesis of Biaryls
Through homocoupling reactions, 1-Phenylvinylboronic acid can contribute to the synthesis of biaryl compounds. These structures are prevalent in pharmaceuticals and advanced materials.
| Molecular weight | 147.97 |
|---|---|
| Linear formula | C6H5C=CH2B(OH)2 |
| Assay | 95% |
| Storage temperature | 2-8°C |
| Application | Reactant involved in:• Halogenation of alkynes for preparation of enol esters1• Liebeskind-Srogl cross-coupling2• Homocoupling of arylboronic acids for synthesis of biaryls3• Iterative cross-coupling of boronate building blocks4• Enantioselective hydrogenation of hydroxyphenyl styrenes5• Samarium diiodide-mediated cyclization for synthesis of substituted benzannulated cyclooctanol derivatives6• Suzuki-Miyaura cross-coupling for synthesis of C-6-substituted uridine phosphonates7 |
| Melting point | 125 °C (dec.)(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 1-Phenylvinylboronic acid used for?
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1-Phenylvinylboronic acid is used as a reactant in organic synthesis, including Suzuki-Miyaura cross-coupling, Liebeskind-Srogl cross-coupling, halogenation of alkynes for enol ester preparation, and homocoupling for biaryl synthesis.
What are the CAS number and formula for 1-Phenylvinylboronic acid?
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The CAS number for 1-Phenylvinylboronic acid is 14900-39-1, and its linear formula is C6H5C=CH2B(OH)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 1-Phenylvinylboronic acid with an assay of 95%. We do not represent this product as USP, BP, EP, or any pharmacopoeia grade.
What are the safety and handling requirements for 1-Phenylvinylboronic acid?
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1-Phenylvinylboronic acid requires handling with appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. It has a WGK Germany rating of 3.
How is 1-Phenylvinylboronic acid shipped and exported?
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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, handling the export of 1-Phenylvinylboronic acid according to international regulations.
How can I request a sample or quote for 1-Phenylvinylboronic acid?
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Please contact our sales team to request a sample or a quote for 1-Phenylvinylboronic acid. Details for contact are available on our website.
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