4-Fluoro-3-methylphenylboronic acid
4-Fluoro-3-methylphenylboronic acid (CAS: 139911-27-6), with the molecular formula FC6H3(CH3)B(OH)2 and a molecular weight of 153.95, is a valuable organoboron compound. It serves as a key reactant in diverse organic synthesis applications, including the preparation of inhibitors, stereoselective reactions, C-H functionalisation, homocoupling, and Suzuki-Miyaura cross-coupling reactions. Its utility is well-documented in various catalytic processes.
- IUPAC
- 3-Methyl-4-fluorophenylboronic acid,4-Fluoro-3-methylbenzeneboronic acid
- Synonyms
- 3-Methyl-4-fluorophenylboronic acid4-Fluoro-3-methylbenzeneboronic acid
Preparation of Nitric Oxide Synthase Inhibitors
This boronic acid is utilised as a reactant in the preparation of lipophilic-tailed monocationic inhibitors targeting neuronal nitric oxide synthase. This application is significant in biochemical research and drug discovery.
Stereoselective Catalytic Arylation
It functions as a substrate in stereoselective desymmetrizing rhodium-catalyzed allylic arylation reactions. This highlights its role in asymmetric synthesis for creating complex chiral molecules.
C-H Functionalisation Reactions
4-Fluoro-3-methylphenylboronic acid is employed in solvent-free catalytic C-H functionalisation reactions, offering greener and more efficient synthetic routes.
Cross-Coupling Reactions
The compound is a versatile participant in Suzuki-Miyaura cross-coupling and Heck reactions, often conducted under air, simplifying experimental procedures.
Homocoupling Reactions
It is also applicable in homocoupling reactions, contributing to the synthesis of various organic structures.
| Molecular weight | 153.95 |
|---|---|
| Linear formula | FC6H3(CH3)B(OH)2 |
| Application | Reactant for:• Preparation of lipophilic-tailed monocationic inhibitors of neuronal nitric oxide synthase1• Stereoselective desymmetrizing rhodium-catalyzed allylic arylation2• Solvent free catalytic C-H functionalization reactions3• Homocoupling reactions4• Suzuki-Miyaura cross-coupling and Heck reactions under air5 |
| Melting point | 212-217 °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 4-Fluoro-3-methylphenylboronic acid used for?
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4-Fluoro-3-methylphenylboronic acid is used as a reactant in various organic synthesis applications, including the preparation of lipophilic-tailed monocationic inhibitors of neuronal nitric oxide synthase, stereoselective desymmetrizing rhodium-catalyzed allylic arylation, solvent-free catalytic C-H functionalisation reactions, homocoupling reactions, and Suzuki-Miyaura cross-coupling and Heck reactions.
What is the CAS number and chemical formula for 4-Fluoro-3-methylphenylboronic acid?
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The CAS number is 139911-27-6 and the linear chemical formula is FC6H3(CH3)B(OH)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical for research and development purposes. The specific grade and purity available are detailed in the product specifications; TSS does not represent this product as USP, BP, EP, or any other pharmacopoeia grade unless explicitly stated.
What are the safety and handling recommendations for 4-Fluoro-3-methylphenylboronic acid?
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Safety information indicates the need for Eyeshields and Gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. Please consult the full Safety Data Sheet (SDS) for comprehensive handling and hazard information. It has a WGK rating of 3 in Germany.
How is 4-Fluoro-3-methylphenylboronic acid packed, shipped, and exported?
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Tech Serve Solutions ensures appropriate packaging for safe transport and export of chemicals in compliance with international regulations. Detailed shipping and export information can be provided upon request.
How can I request a sample or quote for 4-Fluoro-3-methylphenylboronic acid?
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To request a sample or a quotation for 4-Fluoro-3-methylphenylboronic acid, please use the contact form on our website or contact our sales department directly. Please include the CAS number 139911-27-6 in your request.
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