Phenylboronic acid
Phenylboronic acid (CAS: 98-80-6), with the chemical formula C6H5B(OH)2 and a molar mass of 121.93 g/mol, is a key organoboron compound. It serves as a versatile reagent in various organic syntheses, particularly in palladium-catalyzed cross-coupling reactions. Its applications span the preparation of complex molecules, including novel kinase inhibitors and catalysts.
- IUPAC
- Benzeneboronic acid,Dihydroxyphenylborane,NSC 66487,Phenyl-boric acid,Phenylboric acid,Phenyldihydroxyborane
- Synonyms
- Benzeneboronic acidDihydroxyphenylboraneNSC 66487Phenyl-boric acidPhenylboric acidPhenyldihydroxyborane
Cross-Coupling Reactions
Phenylboronic acid is extensively utilised in palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura coupling, enabling the formation of carbon-carbon bonds. It is also employed in Mizoroki-Heck reactions.
Organic Synthesis Reagent
This compound acts as a crucial reagent in rhodium-catalyzed intramolecular amination and Pd-catalyzed direct arylation. It is instrumental in the synthesis of complex organic molecules.
Catalyst Preparation
It is used in the preparation of various metal complexes, including Ni(II) pincer complexes and Pd(II) pyridoxal hydrazone metallacycles, which function as catalysts for Suzuki-Miyaura cross-coupling reactions.
Materials Science
Phenylboronic acid finds application in the synthesis of N-type polymers for all-polymer solar cells, contributing to advancements in materials science and renewable energy.
Pharmaceutical Intermediate
The compound serves as a building block in the synthesis of novel series of potent and selective mTOR kinase inhibitors and inhibitors of lactate dehydrogenase, relevant to cancer research.
| Molecular weight | 121.93 |
|---|---|
| Linear formula | C6H5B(OH)2 |
| Assay | 95% |
| Application | Reagent used for• Rhodium-catalyzed intramolecular amination1 • Pd-catalyzed direct arylation2 • Mizoroki-Heck and Suzuki-Miyaura coupling reactions catalyzed by palladium nanoparticles3 • Palladium-catalyzed stereoselective Heck-type reaction4 • Highly effective Palladium-catalyzed arylation Suzuki-Miyaura cross-coupling in water5 Reagent used in Preparation of• Ni(II) pincer complex and Pd(II) pyridoxal hydrazone metallacycles as catalysts for the Suzuki-Miyaura cross-coupling reactions6,7 • N-type polymers for all-polymer solar cells8 • Novel series of potent and selective mTOR kinase inhibitors9 • Inhibitors of lactate dehydrogenase against cancer cell proliferation10 |
| Melting point | 216-219 °C(lit.) |
Hazard statements
- H302Harmful if swallowed
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 22 |
| Safety statements (S) | 22-24/25 |
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 Phenylboronic acid used for?
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Phenylboronic acid is a versatile reagent used in organic synthesis, notably for palladium-catalyzed cross-coupling reactions like Suzuki-Miyaura and Mizoroki-Heck coupling, and in the preparation of catalysts and pharmaceutical intermediates.
What are the CAS number and chemical formula for Phenylboronic acid?
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The CAS number for Phenylboronic acid is 98-80-6, and its chemical formula is C6H5B(OH)2.
What grade and purity does Tech Serve Solutions supply for Phenylboronic acid?
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Tech Serve Solutions supplies Phenylboronic acid with an assay of 95%. This product is intended for research and chemical synthesis purposes and is not supplied as USP, BP, EP, or any other pharmacopoeial grade.
How should Phenylboronic acid be handled safely?
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Phenylboronic acid is harmful if swallowed (H302). Handle with appropriate personal protective equipment, including a dust mask type N95 (US), eyeshields, and gloves. Avoid breathing dust. Ensure good ventilation.
How is Phenylboronic acid packed and exported by TSS?
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Tech Serve Solutions reliably packs and exports Phenylboronic acid globally, adhering to all necessary shipping regulations for chemical substances.
How can I request a quote or sample for Phenylboronic acid?
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To request a quote or sample of Phenylboronic acid, please contact our sales team through the website or by phone, providing your specific requirements.
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