2-Bromomethylphenylboronic acid pinacol ester
2-Bromomethylphenylboronic acid pinacol ester (CAS: 377780-72-8) is an organoboron compound with the molecular formula C13H18BBrO2. It is a versatile building block in organic synthesis, particularly for palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura couplings. Its structure, featuring a boronic ester and a bromomethyl group, allows for sequential functionalization, making it valuable in the synthesis of complex molecules and pharmaceutical intermediates.
- IUPAC
- 2-(2-(Bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Synonyms
- 2-(2-(Bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Suzuki-Miyaura Cross-Coupling
This compound serves as an excellent coupling partner in Suzuki-Miyaura reactions, enabling the formation of carbon-carbon bonds with aryl or vinyl halides. The pinacol ester moiety provides stability and ease of handling.
Synthesis of Heterocycles
The dual reactivity of the boronic ester and the benzylic bromide allows for its application in the construction of various heterocyclic ring systems. These structures are prevalent in many biologically active molecules.
Pharmaceutical Intermediate Synthesis
It is employed as a key intermediate in the multi-step synthesis of active pharmaceutical ingredients (APIs) and complex organic molecules. Its specific functional groups facilitate targeted modifications.
Materials Science
Organoboron compounds, including this ester, can find applications in the development of advanced materials, such as organic light-emitting diodes (OLEDs) or functional polymers, due to their electronic properties.
| Molecular weight | 297.00 |
|---|---|
| Empirical formula | C13H18BBrO2 |
| Assay | 95% |
| Melting point | 82-86 °C |
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
| Water hazard class (WGK, DE) | 2 |
|---|---|
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36/37/39 |
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-Bromomethylphenylboronic acid pinacol ester used for?
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2-Bromomethylphenylboronic acid pinacol ester is primarily used as a building block in organic synthesis, particularly for palladium-catalyzed cross-coupling reactions like the Suzuki-Miyaura coupling. It is also valuable in the synthesis of heterocycles and pharmaceutical intermediates.
What is the CAS number and molecular formula?
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The CAS number for 2-Bromomethylphenylboronic acid pinacol ester is 377780-72-8. Its molecular formula is C13H18BBrO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 2-Bromomethylphenylboronic acid pinacol ester with a purity of 95% (assay). This product is typically considered a research or technical grade material and is not supplied as USP, BP, or EP grade.
How should this chemical be handled safely?
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This compound is classified as a Warning. It may cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Handle with appropriate personal protective equipment, including gloves, eye protection, and ensure adequate ventilation. Avoid breathing dust/fume/gas/mist/vapours/spray.
How is 2-Bromomethylphenylboronic acid pinacol ester packed and shipped?
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2-Bromomethylphenylboronic acid pinacol ester is available for export globally. It is carefully packed according to international shipping regulations to ensure safe transit.
How can I request a sample or quote?
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To request a sample or a quote for 2-Bromomethylphenylboronic acid pinacol ester, please contact our sales team through the website or by direct enquiry. We will respond promptly with the necessary information.
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