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6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3,4-Dihydronaphthalen-1(2H)-One CAS NO 517874-22-5
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CAS No.:517874-22-5
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3,4-Dihydronaphthalen-1(2H)-One is a high-value, protected boronic ester derivative, serving as a critical synthetic intermediate in modern organic chemistry. Its primary value lies in enabling efficient Suzuki-Miyaura cross-coupling reactions, a cornerstone methodology for constructing complex carbon-carbon bonds under mild conditions. This compound is essential for researchers and manufacturers in the pharmaceutical, agrochemical, and advanced materials sectors who require precise and scalable routes to functionalized tetrahydronaphthalene scaffolds.
Application
- Pharmaceutical Intermediate: Key building block for the synthesis of active pharmaceutical ingredients (APIs) and drug candidates, particularly those containing a tetrahydronaphthalene or tetralone core structure.
- Agrochemical Synthesis: Used in the research and development of novel herbicides, fungicides, and insecticides that require specific aryl-aryl linkages.
- Material Science Research: Employed in the creation of organic electronic materials, such as organic light-emitting diodes (OLEDs) and semiconductors, where its boronate group facilitates the incorporation of conjugated aromatic systems.
- Chemical Biology & Probe Development: Acts as a versatile handle for bioconjugation and the synthesis of molecular probes for diagnostic and research applications.
- Academic & Contract Research: A valuable reagent for methodology development and complex molecule synthesis in university and CRO laboratory settings.
- Fine Chemical Production: Serves as a precursor for the manufacture of specialty chemicals, flavors, and fragrances requiring specific aromatic frameworks.
Basic Information
| Product Name | 6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3,4-Dihydronaphthalen-1(2H)-One |
| CAS No. | 517874-22-5 |
| Molecular Formula | C₁₆H₂₁BO₃ |
| Molecular Weight | 272.15 g/mol |
| Synonyms | 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-1(2H)-naphthalenone; 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tetralone; 1-Tetralone-6-boronic acid pinacol ester; 6-Pinacolatoboryl-1-tetralone; 6-Borono-1-tetralone pinacol ester; 6-(Pinacolatoboryl)-3,4-dihydronaphthalen-1(2H)-one; 517874-22-5 |
| EINECS | Contact for details |
Quality Control
Our production of 6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3,4-Dihydronaphthalen-1(2H)-One adheres to stringent quality management protocols. Every batch undergoes comprehensive analytical characterization, including HPLC for purity, NMR for structural confirmation, and Karl Fischer titration for moisture content. We provide detailed Certificates of Analysis (COA) with each shipment, ensuring full traceability and compliance with your research or production specifications. Our facilities operate under ISO 9001 standards, guaranteeing consistent quality and reliability for your critical synthesis workflows.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) when possible to prevent hydrolysis of the boronic ester functionality. For long-term storage, consider storing under an inert gas in a sealed container with desiccant.
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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