4-Ethoxycarbonylphenylboronic acid
4-Ethoxycarbonylphenylboronic acid (CAS 4334-88-7) is an aryl boronic acid derivative with the molecular formula C2H5OCOC6H4B(OH)2 and a molar mass of 193.99 g/mol. This compound serves as a versatile reactant in various organic synthesis transformations, including cross-coupling reactions and the preparation of functionalised aromatic compounds. Its utility spans multiple areas of chemical research and development.
- IUPAC
- 4-Carboethoxybenzeneboronic acid,4-Boronobenzoic acid 1-ethyl ester,Ethyl 4-boronobenzoate
- Synonyms
- Ethyl 4-boronobenzoate4-Carboethoxybenzeneboronic acid4-Boronobenzoic acid 1-ethyl ester
Phenol Synthesis via Oxidative Hydroxylation
4-Ethoxycarbonylphenylboronic acid can be employed as a reactant in the oxidative hydroxylation process, leading to the preparation of substituted phenols. This method is valuable for introducing hydroxyl groups onto aromatic rings.
Homolytic Aromatic Substitution
This boronic acid derivative participates in homolytic aromatic substitution reactions. These reactions are significant for forming new carbon-carbon bonds and functionalising aromatic systems through radical pathways.
Suzuki-Miyaura Coupling Reactions
The compound is utilised in Suzuki-Miyaura coupling reactions, specifically with quinoline carboxylates. This palladium-catalysed cross-coupling is a cornerstone in constructing complex biaryl structures and heterocyclic compounds.
Trifluoromethylation Processes
4-Ethoxycarbonylphenylboronic acid can serve as a reagent in trifluoromethylation reactions. Introducing the trifluoromethyl group is critical for modifying the electronic and lipophilic properties of organic molecules.
Carbometalation of Ynamides
It is used in the carbometalation of ynamides, contributing to the synthesis of novel unsaturated organic compounds. This application highlights its role in advanced synthetic methodologies.
| Molecular weight | 193.99 |
|---|---|
| Linear formula | C2H5OCOC6H4B(OH)2 |
| Application | Reactant involved in:• Oxidative hydroxylation for the preparation of phenols1• Homolytic aromatic substitution2• Cross-coupling with α-bromocarbonyl compounds3• Suzuki-coupling reaction with quinoline carboxylates4• Trifluoromethylation5• Carbometalation of ynamides6 |
| Melting point | 135 °C (dec.)(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-Ethoxycarbonylphenylboronic acid used for?
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4-Ethoxycarbonylphenylboronic acid is used as a reactant in various organic synthesis reactions, including oxidative hydroxylation for phenol preparation, homolytic aromatic substitution, Suzuki coupling with quinoline carboxylates, trifluoromethylation, and carbometalation of ynamides. It is a versatile building block in chemical research and development.
What is the CAS number and chemical formula for 4-Ethoxycarbonylphenylboronic acid?
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The CAS number for 4-Ethoxycarbonylphenylboronic acid is 4334-88-7. Its linear chemical formula is C2H5OCOC6H4B(OH)2.
What grade and purity does Tech Serve Solutions supply for 4-Ethoxycarbonylphenylboronic acid?
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Tech Serve Solutions supplies 4-Ethoxycarbonylphenylboronic acid typically as a research or technical grade material. We do not represent this product as USP, BP, EP, or pharmacopoeia grade unless explicitly stated in the product specifications. Please refer to the product's Certificate of Analysis for specific purity details.
What are the safety and handling precautions for 4-Ethoxycarbonylphenylboronic acid?
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Handling 4-Ethoxycarbonylphenylboronic acid requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used if dust or aerosol is generated. The material has a melting point of 135 °C with decomposition and is classified with WGK Germany 3.
How is 4-Ethoxycarbonylphenylboronic acid packed and shipped?
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4-Ethoxycarbonylphenylboronic acid is carefully packed to ensure stability during transit and is exported globally by Tech Serve Solutions, adhering to all relevant shipping regulations for chemical compounds.
How can I request a quote or sample for 4-Ethoxycarbonylphenylboronic acid?
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To request a quote or a sample of 4-Ethoxycarbonylphenylboronic acid, please visit the Tech Serve Solutions website and use the contact form or call our sales department, providing the product name and CAS number (4334-88-7).
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