3-(Hydroxymethyl)phenylboronic acid
3-(Hydroxymethyl)phenylboronic acid (CAS 87199-15-3) is a versatile organoboron compound with the molecular formula HOCH2C6H4B(OH)2 and a molecular weight of 151.96 g/mol. This aryl boronic acid serves as a key reactant in various synthetic transformations, including copper-mediated and catalyzed reactions, and plays a crucial role in the synthesis of biologically active molecules. It is a valuable reagent for chemical synthesis and research.
- IUPAC
- 3-Hydroxymethylbenzeneboronic acid
- Synonyms
- 3-Hydroxymethylbenzeneboronic acid
Organic Synthesis Reagent
3-(Hydroxymethyl)phenylboronic acid is employed as a reactant in copper-mediated trifluoromethylation and other copper-catalyzed transformations, particularly in aqueous media. It is also utilized in Mitsunobu, Suzuki, and amidation reactions, showcasing its utility in constructing complex organic molecules.
Synthesis of Bioactive Molecules
This compound is instrumental in the synthesis of various biologically active molecules. It has been used in the creation of Mycobacterium tuberculosis H37Rv chorismate mutase inhibitors via Suzuki coupling and in the development of HIV protease inhibitors with demonstrated antiviral activity.
Development of Enzyme Inhibitors
3-(Hydroxymethyl)phenylboronic acid is a precursor in the synthesis of pyrrole derivatives investigated for their potential as PDE4B inhibitors. Its structural features make it suitable for building scaffolds targeting specific enzyme activities.
| Molecular weight | 151.96 |
|---|---|
| Linear formula | HOCH2C6H4B(OH)2 |
| Application | Reactant involved in:• Copper-mediated trifluoromethylation1• Copper-catalyzed transformations from arylboronic acids in water2• Mitsunobu, Suzuki, and amidation reactions with hydroxyphenylamino bromopyrazinecarboxylate3Reactant involved in the synthesis of biologically active molecules including:• Mycobacterium tuberculosis H37Rv chorismate mutase inhibitors via Suzuki coupling reactions4• HIV protease inhibitors with antiviral activity against drug-resistant viruses5• Pyrrole derivatives for use as PDE4B inhibitors6 |
| Melting point | 95-99 °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 3-(Hydroxymethyl)phenylboronic acid used for?
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3-(Hydroxymethyl)phenylboronic acid is primarily used as a reactant in organic synthesis, including copper-mediated trifluoromethylation, copper-catalyzed transformations, Mitsunobu reactions, Suzuki couplings, and amidation reactions. It is also employed in the synthesis of biologically active molecules such as Mycobacterium tuberculosis H37Rv chorismate mutase inhibitors, HIV protease inhibitors, and pyrrole derivatives for use as PDE4B inhibitors.
What is the CAS number and chemical formula for 3-(Hydroxymethyl)phenylboronic acid?
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The CAS number for 3-(Hydroxymethyl)phenylboronic acid is 87199-15-3, and its linear chemical formula is HOCH2C6H4B(OH)2.
What grade and purity does Tech Serve Solutions supply for 3-(Hydroxymethyl)phenylboronic acid?
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Tech Serve Solutions supplies 3-(Hydroxymethyl)phenylboronic acid primarily as a research or technical grade material. We do not represent this product as meeting USP, BP, or EP pharmacopoeia standards unless explicitly stated otherwise in the product specifications. Please refer to the specific product's Certificate of Analysis for precise assay details.
What are the safety and handling precautions for 3-(Hydroxymethyl)phenylboronic acid?
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Handling 3-(Hydroxymethyl)phenylboronic acid requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used. The compound has a WGK Germany rating of 3, indicating it is hazardous to water. Users should consult the Safety Data Sheet (SDS) for comprehensive safety information.
How is 3-(Hydroxymethyl)phenylboronic acid packed and shipped?
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Tech Serve Solutions ensures that 3-(Hydroxymethyl)phenylboronic acid is appropriately packed to maintain its integrity during transit. We are experienced in exporting fine chemicals globally, adhering to international shipping regulations.
How can I request a sample or quote for 3-(Hydroxymethyl)phenylboronic acid?
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To request a sample or a quote for 3-(Hydroxymethyl)phenylboronic acid, please visit the product page on our website and utilise the 'Request Sample' or 'Request Quote' functions, or contact our sales team directly.
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