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(S,S)-N,N'-Bis(Trifluoromethanesulfonyl)-1,2-Diphenylethylenediamine CAS NO 121788-77-0
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CAS No.:121788-77-0
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
(S,S)-N,N'-Bis(Trifluoromethanesulfonyl)-1,2-Diphenylethylenediamine is a high-value, chiral bis(triflyl) amide derivative of a 1,2-diaminoethane scaffold. This compound matters as a sophisticated chiral ligand and catalyst precursor, enabling highly enantioselective transformations critical for producing single-isomer pharmaceuticals and fine chemicals. It is primarily needed by R&D chemists and process development scientists in the pharmaceutical, agrochemical, and advanced materials sectors for asymmetric synthesis.
Application
- Asymmetric Catalysis: Serving as a chiral ligand or precursor for metal complexes (e.g., with Cu, Pd, Fe) in enantioselective C–H activation, cycloaddition, and cross-coupling reactions.
- Pharmaceutical Intermediate Synthesis: A key building block or chiral auxiliary in the multi-step synthesis of active pharmaceutical ingredients (APIs) requiring high enantiomeric purity.
- Chiral Resolution Agent: Used in the development of methods for the separation of racemic mixtures of acids or amines via diastereomeric salt formation.
- Organocatalysis: Potential application as a bifunctional organocatalyst in reactions where its strong electron-withdrawing triflyl groups and chiral diamine structure can activate substrates.
- Material Science Research: Investigation as a component in chiral polymers or metal-organic frameworks (MOFs) for enantioselective sensing or separation.
- Methodology Development: A valuable reagent in academic and industrial research labs for developing new enantioselective synthetic methodologies.
Basic Information
| Product Name | (S,S)-N,N'-Bis(Trifluoromethanesulfonyl)-1,2-Diphenylethylenediamine |
| CAS No. | 121788-77-0 |
| Molecular Formula | C₁₆H₁₄F₆N₂O₄S₂ |
| Molecular Weight | 476.41 g/mol |
| Synonyms | (S,S)-N,N'-Bis(triflyl)-1,2-diphenylethylenediamine; (S,S)-1,2-Diphenyl-N,N'-bis[(trifluoromethyl)sulfonyl]ethane-1,2-diamine; (S,S)-DPEN-Tf₂; (S,S)-Bis(trifluoromethanesulfonyl)-1,2-diphenylethylenediamine; (S,S)-Ethylenediamine, N,N'-bis[(trifluoromethyl)sulfonyl]-1,2-diphenyl-; (S,S)-Jacobsen's Ligand Tf Derivative; (S,S)-Bis(triflyl)DPEN |
| EINECS | Contact for details |
Quality Control
Our (S,S)-N,N'-Bis(Trifluoromethanesulfonyl)-1,2-Diphenylethylenediamine is produced under strict quality management protocols to ensure batch-to-batch consistency and high chemical purity. Each lot undergoes comprehensive analytical characterization, including chiral purity verification. Certificates of Analysis (COA) detailing identity, assay, enantiomeric excess, and impurity profiles are provided and available upon request.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed in a dry environment, ideally under an inert atmosphere for long-term storage to prevent decomposition.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Purity (HPLC) | ≥ 98.0% |
| Enantiomeric Excess (Chiral HPLC) | ≥ 99.0% ee |
| Melting Point | Contact for details |
| Loss on Drying | ≤ 0.5% |
| Heavy Metals | ≤ 20 ppm |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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