4-Methoxy-3-methylphenylboronic acid
4-Methoxy-3-methylphenylboronic acid (CAS 175883-62-2) is a disubstituted aryl boronic acid with the molecular formula C₈H₁₁BO₃ and a molecular weight of 165.98 g/mol. This organometallic reagent serves as a versatile building block in organic synthesis. It is primarily utilised as a reactant in various cross-coupling reactions and in the preparation of complex organic molecules, including potential pharmaceutical intermediates and bioactive compounds.
- IUPAC
- 3-Methyl-4-methoxyphenylboronic acid
- Synonyms
- 3-Methyl-4-methoxyphenylboronic acid
Synthesis of Bioactive Combretastatin Analogs
4-Methoxy-3-methylphenylboronic acid is employed in regioselective Suzuki coupling reactions for the synthesis of combretastatin analogs. These compounds are investigated for their potential biological activities.
Preparation of Hydroxyphenylnaphthols
This boronic acid is a key reactant in the preparation of hydroxyphenylnaphthols, which have been studied as inhibitors of 17β-hydroxysteroid dehydrogenase Type 2.
Cyanation Reactions
It functions as a reactant in copper-mediated cyanation processes, facilitating the preparation of aromatic nitriles.
Organometallic Catalysis
The compound is utilised in rhodium-catalyzed reactions, such as allylic arylation of cyclopentene dicarbonates and asymmetric allylic substitution.
| Molecular weight | 165.98 |
|---|---|
| Linear formula | CH3OC6H3(CH3)B(OH)2 |
| Application | Reactant for:• Preparation of hydroxyphenylnaphthols as 17β-hydroxysteroid dehydrogenase Type 2 inhibitors1• Synthesis of bioactive combretastatin analogs via regioselective Suzuki coupling2• Preparation of aromatic nitriles via copper-mediated cyanation3• Rhodium-catalyzed allylic arylation of meso cyclopentene dicarbonates4• Lewis acid-assisted asymmetric allylic substitution of butenediyl carbonates using rhodium catalyst5 |
| Melting point | 205-210 °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-Methoxy-3-methylphenylboronic acid used for?
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4-Methoxy-3-methylphenylboronic acid is used as a reactant in various organic syntheses, including the preparation of hydroxyphenylnaphthols, bioactive combretastatin analogs, aromatic nitriles, and in rhodium-catalyzed reactions.
What is the CAS number and molecular formula?
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The CAS number for 4-Methoxy-3-methylphenylboronic acid is 175883-62-2, and its molecular formula is C₈H₁₁BO₃.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound as a research-grade chemical. The specific assay and purity details are available on the product's Certificate of Analysis. We do not represent this product as USP, BP, or EP grade.
What are the safety precautions for handling?
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Handling requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. Refer to the Safety Data Sheet for comprehensive hazard information.
Is 4-Methoxy-3-methylphenylboronic acid a controlled substance?
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Based on the provided data, there is no indication that 4-Methoxy-3-methylphenylboronic acid is a controlled substance.
How is this chemical packed and shipped?
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Tech Serve Solutions packs and exports chemicals globally, adhering to international shipping regulations. Specific packaging details depend on the quantity and destination.
How can I request a sample or quote?
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To request a sample or a quotation for 4-Methoxy-3-methylphenylboronic acid, please contact our sales department through the website or by phone.
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