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3-[4-(4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolan-2-Yl)-Phenyl]-Prop-2-Yn-1-Ol CAS NO 1449133-12-3
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CAS No.:1449133-12-3
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
3-[4-(4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolan-2-Yl)-Phenyl]-Prop-2-Yn-1-Ol is a high-value boronic ester derivative featuring both a terminal alkyne and a hydroxyl group, making it a versatile and critical building block in modern synthetic chemistry. Its primary value lies in enabling efficient Suzuki-Miyaura cross-coupling reactions and serving as a bifunctional linker for click chemistry applications. This compound is essential for researchers and manufacturers in the pharmaceutical, agrochemical, and advanced materials sectors who require precise molecular construction for drug discovery, ligand synthesis, and polymer functionalization.
Application
- Pharmaceutical Intermediate: Key building block for synthesizing active pharmaceutical ingredients (APIs) and drug candidates via Suzuki coupling.
- Agrochemical Synthesis: Used in the development of novel herbicides, fungicides, and insecticides requiring specific aryl-boronate motifs.
- Material Science: Precursor for functionalized polymers, liquid crystals, and organic electronic materials through its reactive alkyne and boronate groups.
- Bioconjugation & Probe Development: The terminal alkyne enables copper-catalyzed azide-alkyne cycloaddition (CuAAC) for labeling biomolecules and creating diagnostic probes.
- Chemical Biology Research: Serves as a tool compound for developing PROTACs (Proteolysis Targeting Chimeras) and other bifunctional molecules.
- Catalyst & Ligand Design: Used to synthesize novel phosphine or N-heterocyclic carbene (NHC) ligands for transition metal catalysis.
Basic Information
| Product Name | 3-[4-(4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolan-2-Yl)-Phenyl]-Prop-2-Yn-1-Ol |
| CAS No. | 1449133-12-3 |
| Molecular Formula | C15H19BO3 |
| Molecular Weight | 258.12 g/mol |
| Synonyms | 4-(2-Hydroxyethynyl)phenylboronic acid pinacol ester; 2-Methyl-2-[4-(3-hydroxyprop-1-yn-1-yl)phenyl]-1,3,2-dioxaborolane; 4-Ethynylphenylboronic acid pinacol ester, 2-hydroxy derivative; 3-[p-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]prop-2-yn-1-ol; 4-(3-Hydroxy-1-propynyl)benzeneboronic acid pinacol ester; PINACOL [4-(3-HYDROXYPROPYNYL)PHENYL]BORONATE |
| EINECS | Contact for details |
Quality Control
Our 3-[4-(4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolan-2-Yl)-Phenyl]-Prop-2-Yn-1-Ol is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC, NMR (1H, 13C, 11B), and mass spectrometry, to ensure identity, purity, and consistency. Certificates of Analysis (COA) detailing all specifications are provided with every shipment. We support cGMP compliance for advanced applications and can tailor purity grades to meet specific project requirements.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (argon or nitrogen) for long-term storage or after opening to maintain stability and purity.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Identification (NMR) | Conforms to structure |
| Purity (HPLC) | ≥ 97.0% |
| Water Content (KF) | ≤ 0.5% |
| Residue on Ignition | ≤ 0.1% |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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