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(R)-5,5'-Bis(Diphenylphosphino)-2,2,2',2'-Tetrafluoro-4,4'-Bi-1,3-Benzodioxole CAS NO 503538-69-0
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CAS No.:503538-69-0
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
(R)-5,5'-Bis(Diphenylphosphino)-2,2,2',2'-Tetrafluoro-4,4'-Bi-1,3-Benzodioxole is a high-value, chiral bidentate phosphine ligand, specifically the (R)-enantiomer of the TunePhos family, known for its electron-deficient and sterically demanding structure. Its core value lies in enabling highly enantioselective transformations, particularly in asymmetric hydrogenation and cross-coupling reactions, which are critical for producing single-enantiomer pharmaceuticals and fine chemicals. This ligand is essential for R&D chemists and process development scientists in the pharmaceutical, agrochemical, and advanced materials sectors who require precise stereochemical control to develop novel active ingredients and high-performance catalysts.
Application
- Asymmetric Hydrogenation Catalysis: A premier ligand for the enantioselective reduction of prochiral olefins, enamines, and ketones in the synthesis of chiral pharmaceutical intermediates.
- Pharmaceutical Intermediate Synthesis: Critical for constructing stereogenic centers in active pharmaceutical ingredients (APIs) for drugs targeting CNS disorders, cardiovascular diseases, and infectious diseases.
- Asymmetric Cross-Coupling Reactions: Employed in C-C and C-X bond-forming reactions to create complex, enantiomerically pure molecular architectures.
- Agrochemical Active Ingredient Development: Used in the synthesis of chiral herbicides, fungicides, and plant growth regulators.
- Advanced Material & OLED Precursor Synthesis: Facilitates the creation of chiral organic semiconductors and emissive materials for electronic applications.
- Academic & Industrial R&D: A valuable tool for methodology development in academic laboratories and for scaling up enantioselective processes in pilot plants.
- Catalyst Screening Libraries: A key component in high-throughput screening kits for identifying optimal catalytic conditions.
Basic Information
| Product Name | (R)-5,5'-Bis(Diphenylphosphino)-2,2,2',2'-Tetrafluoro-4,4'-Bi-1,3-Benzodioxole |
| CAS No. | 503538-69-0 |
| Molecular Formula | C40H24F4O4P2 |
| Molecular Weight | 722.55 g/mol |
| Synonyms | (R)-TetrafluoroTunePhos; (R)-TFP-TunePhos; (R)-4,4'-Bi-1,3-benzodioxole, 5,5'-bis(diphenylphosphino)-2,2,2',2'-tetrafluoro-, (4aR,12aR)-; (R)-DTBM-TunePhos (common misnomer); (R)-Tetrafluoro-DTBM-SEGPHOS (structurally related); (R)-5,5'-Bis(diphenylphosphanyl)-2,2,2',2'-tetrafluoro-4,4'-bi-1,3-benzodioxole; (R)-F4-TunePhos; Ligand (R)-L* (in specific catalytic systems) |
| EINECS | Contact for details |
Quality Control
Every batch of (R)-5,5'-Bis(Diphenylphosphino)-2,2,2',2'-Tetrafluoro-4,4'-Bi-1,3-Benzodioxole is manufactured and tested under strict quality management systems. We ensure high chiral purity and chemical integrity through advanced analytical techniques including HPLC, 31P NMR, and 1H/19F NMR spectroscopy. Certificates of Analysis (COA) detailing identity, assay, enantiomeric excess (ee), and impurity profiles are provided with each shipment to guarantee compliance with your research and process requirements.
Storage
Preserve in a tightly closed container, protected from light. For long-term stability, store the product under an inert atmosphere (argon or nitrogen) at 2-8°C. The compound is easily oxidized (store under inert atmosphere) and light-sensitive (store away from light). Allow the sealed container to reach ambient temperature before opening to minimize moisture condensation.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Identification (31P NMR) | Conforms to structure |
| Purity (HPLC) | ≥ 97.0% |
| Enantiomeric Excess (HPLC) | ≥ 99.0% ee |
| Loss on Drying | ≤ 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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