3-Methoxycarbonylphenylboronic acid
3-Methoxycarbonylphenylboronic acid (CAS: 99769-19-4), with the molecular formula CH3O2CC6H4B(OH)2 and a molecular weight of 179.97 g/mol, is a key aryl boronic acid derivative. It functions as a versatile building block in organic synthesis, primarily employed in various cross-coupling reactions, including Suzuki-Miyaura couplings, and in the synthesis of complex organic molecules. Its utility extends to trifluoromethylation and cyanation processes.
- IUPAC
- Methyl 3-boronobenzoate
- Synonyms
- Methyl 3-boronobenzoate
Suzuki-Miyaura Cross-Coupling
3-Methoxycarbonylphenylboronic acid serves as a crucial reactant in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds with aryl and alkenyl halides or sulfonates. This reaction is fundamental in constructing complex biaryl systems.
Iterative Cross-Coupling
This compound is valuable for iterative cross-coupling strategies, allowing for the sequential introduction of different aryl or alkenyl groups using boronate building blocks. This facilitates the synthesis of complex molecular architectures.
Homocoupling Reactions
Utilised in copper-catalyzed homocoupling reactions, 3-Methoxycarbonylphenylboronic acid can be employed for the synthesis of symmetrical biaryl compounds, offering an alternative route to specific molecular structures.
Functional Group Introduction
The compound participates in reactions for the introduction of functional groups such as trifluoromethyl and cyano moieties onto aromatic rings, expanding its synthetic utility.
| Molecular weight | 179.97 |
|---|---|
| Linear formula | CH3O2CC6H4B(OH)2 |
| Application | Reactant involved in:• Suzuki-Miyaura cross-coupling1• Iterative cross-coupling of boronate building blocks2• Cross-coupling with aryl / alkenyl sulfonates3• Synthesis of symmetrical biaryls via CuCl catalyzed homocoupling4• Trifluoromethylation5• Cyanation6 |
| Melting point | 205-208 °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-Methoxycarbonylphenylboronic acid used for?
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3-Methoxycarbonylphenylboronic acid is used as a reactant in various organic synthesis applications, particularly in Suzuki-Miyaura cross-coupling reactions, iterative cross-coupling, homocoupling reactions, trifluoromethylation, and cyanation.
What is the CAS number and formula for 3-Methoxycarbonylphenylboronic acid?
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The CAS number is 99769-19-4 and the molecular formula is CH3O2CC6H4B(OH)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product for research and chemical synthesis purposes. The specific assay and grade will be detailed on the Certificate of Analysis provided with the product. We do not represent this product as meeting USP, BP, or EP pharmacopoeia standards unless explicitly stated.
How should 3-Methoxycarbonylphenylboronic acid be handled?
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Handle 3-Methoxycarbonylphenylboronic acid with appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. It is classified under WGK Germany 3, indicating it is hazardous to water.
Is 3-Methoxycarbonylphenylboronic acid a controlled substance?
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Based on the provided data, there is no indication that 3-Methoxycarbonylphenylboronic acid is a controlled substance.
How is 3-Methoxycarbonylphenylboronic acid packed and shipped?
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Tech Serve Solutions packs and ships fine chemicals, pharmaceutical intermediates, and laboratory reagents globally, adhering to all necessary regulations for safe transport.
How can I request a quote or sample?
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To request a quote or sample of 3-Methoxycarbonylphenylboronic acid, please contact our sales department through the website or by phone.
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