2-Acetylphenylboronic acid
2-Acetylphenylboronic acid (CAS: 308103-40-4), with the molecular formula CH3COC6H4B(OH)2 and a molecular weight of 163.97, is a key organometallic reagent. This compound serves as a versatile building block in organic synthesis, particularly within Suzuki-Miyaura cross-coupling reactions and other transition metal-catalyzed transformations. Its utility extends to applications requiring transient functional group protection and the construction of complex heterocyclic systems.
- IUPAC
- 2-Acetylbenzeneboronic acid
- Synonyms
- 2-Acetylbenzeneboronic acid
Suzuki-Miyaura Cross-Coupling Reactions
2-Acetylphenylboronic acid is a valuable substrate in Suzuki-Miyaura cross-coupling reactions, facilitating the formation of carbon-carbon bonds with aryl and vinyl halides.
Rhodium-Catalyzed Annulations
This boronic acid participates in rhodium-catalyzed annulation reactions, enabling the synthesis of diverse heterocyclic structures through cyclization pathways.
Transient Masking of Hydroxy Groups
The compound can be employed for the transient protection of hydroxyl groups in complex synthesis, allowing for selective transformations elsewhere in the molecule.
Heterocyclic Synthesis
It acts as a key intermediate in various methods for constructing heteroaromatic compounds, contributing to the development of novel chemical entities.
| Molecular weight | 163.97 |
|---|---|
| Linear formula | CH3COC6H4B(OH)2 |
| Application | Reactant involved in:• Suzuki-Miyaura cross-coupling reactions1• Rhodium-catalyzed annulation of ynamides2• Transient masking of hydroxy groups3• Cationic palladium complex-catalyzed diastereoselective tandem annulation4• Hydrogen peroxide mediated formation of heteroaryl ethers5• Copper-catalyzed transmetalation and homocoupling6 |
| Melting point | 170 °C (dec.)(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
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 2-Acetylphenylboronic acid primarily used for?
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2-Acetylphenylboronic acid is primarily used as a reactant in Suzuki-Miyaura cross-coupling reactions, rhodium-catalyzed annulations, and for the transient masking of hydroxy groups in organic synthesis.
What is the CAS number and chemical formula for 2-Acetylphenylboronic acid?
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The CAS number for 2-Acetylphenylboronic acid is 308103-40-4, and its chemical formula is CH3COC6H4B(OH)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 2-Acetylphenylboronic acid as a research-grade chemical. The precise assay and purity are detailed in the product's specification sheet. We do not represent this product as USP, BP, or EP grade.
How should 2-Acetylphenylboronic acid be handled safely?
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2-Acetylphenylboronic acid is classified with GHS07 and carries a Warning signal word. It causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Appropriate personal protective equipment, including a dust mask (type N95), eyeshields, and gloves, should be used. Handle in a well-ventilated area.
Is 2-Acetylphenylboronic acid available for export?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, including 2-Acetylphenylboronic acid, serving customers worldwide.
How can I request a sample or a quote for 2-Acetylphenylboronic acid?
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To request a sample or a quote for 2-Acetylphenylboronic acid, please contact our sales department via the website or by phone, providing your specific requirements.
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