3-Ethoxyphenylboronic acid
3-Ethoxyphenylboronic acid (CAS: 90555-66-1; Formula: C₂H₅OC₆H₄B(OH)₂; Molar Mass: 165.98 g/mol) is a valuable aryl boronic acid derivative. It serves as a key reactant in various organic synthesis applications, including cyanation reactions, palladium-catalyzed arylations, and copper-mediated arylations. This compound is instrumental in the synthesis of biologically active molecules, contributing to the development of potential therapeutic agents.
- IUPAC
- 3-Ethoxybenzeneboronic acid
Cyanation Reactions
3-Ethoxyphenylboronic acid is employed as a reactant in cyanation reactions, facilitating the synthesis of aromatic and vinyl nitriles. This application is crucial for introducing nitrile functionalities into organic frameworks.
Palladium-Catalyzed Arylation
This boronic acid derivative participates in microwave-assisted palladium-catalyzed arylation processes, particularly with resin-supported pyrazinones. This enables efficient formation of new carbon-carbon bonds.
Copper-Mediated Arylation
Utilised in copper-mediated N- and O-arylation reactions, 3-Ethoxyphenylboronic acid allows for the formation of aryl-ether and aryl-amine linkages, which are common motifs in pharmaceuticals.
Synthesis of Biologically Active Molecules
The compound is a precursor in the synthesis of diverse biologically active molecules, including indole amino derivatives, glucocorticoid receptor modulators, and combretastatin analogues, highlighting its pharmaceutical relevance.
| Molecular weight | 165.98 |
|---|---|
| Linear formula | C2H5OC6H4B(OH)2 |
| Impurities tested | <15% anhydride |
| Application | Reactant involved in:• Cyanation for synthesis of aromatic and vinyl nitriles1• Microwave-assisted palladium-catalyzed arylation of resin supported pyrazinones2• Copper-mediated N- and O-arylations3Reactant involved in synthesis of biologically active molecules including:• Amino derivatives of indole for use as isoprenylcysteine carboxyl methyltransferase inhibitors4• 5-Arylindazole glucocorticoid receptor agonists and antagonists5• 1,5-Diaryl-1,2,4-triazoles as cis-restricted combretastatin analogs6 |
| Melting point | 139-146 °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-Ethoxyphenylboronic acid used for?
+
3-Ethoxyphenylboronic acid is used as a reactant in cyanation reactions for synthesis of aromatic and vinyl nitriles, in microwave-assisted palladium-catalyzed arylation of resin-supported pyrazinones, and in copper-mediated N- and O-arylations. It is also involved in the synthesis of biologically active molecules like indole amino derivatives, 5-arylindazole glucocorticoid receptor agonists and antagonists, and 1,5-diaryl-1,2,4-triazoles.
What are the CAS number and formula for 3-Ethoxyphenylboronic acid?
+
The CAS number for 3-Ethoxyphenylboronic acid is 90555-66-1, and its linear formula is C₂H₅OC₆H₄B(OH)₂.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies 3-Ethoxyphenylboronic acid with an impurity level of less than 15% anhydride. This is a technical/research grade material, and TSS does not represent it as USP, BP, or EP grade.
What are the safety and handling recommendations for 3-Ethoxyphenylboronic acid?
+
Handling 3-Ethoxyphenylboronic acid requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. The compound is classified with WGK Germany rating of 3, indicating a hazard to water.
How is 3-Ethoxyphenylboronic acid packed, shipped, and exported?
+
Tech Serve Solutions, as a specialist global supplier and exporter since 1998, ensures appropriate packaging and documentation for the international shipment of 3-Ethoxyphenylboronic acid, adhering to all relevant regulations for chemical export.
How can I request a sample or quote for 3-Ethoxyphenylboronic acid?
+
To request a sample or a quote for 3-Ethoxyphenylboronic acid, please contact the Tech Serve Solutions sales team through our website or by phone, providing your specific requirements.
▶ Related products
1-(2-Fluorobenzyl)piperazine
C11H15FN2
Chemical Synthesis
1-(2-Fluorophenyl)biguanide hydrochloride
Chemical Synthesis
1-(2-Fluorophenyl)cyclopropanecarboxylic acid
C10H9FO2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine
C10H13FN2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine monohydrochloride
C10H13FN2 · HCl
Chemical Synthesis
1-(2-Furoyl)-1H-benzotriazole
C11H7N3O2
Chemical Synthesis
1-(2-Furoyl)piperazine
C9H12N2O2
Chemical Synthesis
1-(2-Hydroxy-5-methylphenyl)-3-phenyl-1,3-propanedione
Chemical Synthesis
▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis