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n-[(1S)-(1-Ferrocenyl)-2-(Diphenylphosphino)Ethyl)]-3,5-Bis(Trifluoromethyl)-Benzamide CAS NO 2131816-17-4


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CAS No.:2131816-17-4

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

n-[(1S)-(1-Ferrocenyl)-2-(Diphenylphosphino)Ethyl)]-3,5-Bis(Trifluoromethyl)-Benzamide CAS NO 2131816-17-4 is a sophisticated chiral ferrocenyl phosphine ligand, a key building block in advanced asymmetric catalysis. Its unique structure, combining a ferrocene backbone with a phosphine donor and an electron-withdrawing benzamide group, makes it exceptionally valuable for creating highly selective catalytic systems. This compound is primarily sought by researchers and process chemists in the pharmaceutical and fine chemical industries for developing novel synthetic routes to chiral molecules.

Application

  • Asymmetric Hydrogenation: A premier ligand for the enantioselective reduction of prochiral olefins, ketones, and imines, critical for producing single-enantiomer pharmaceutical intermediates.
  • Cross-Coupling Catalysis: Employed in palladium-catalyzed reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings, where its electron-donating phosphine and bulky structure enhance catalyst activity and stability.
  • Asymmetric C-H Functionalization: Used in the development of catalytic systems for the direct, enantioselective transformation of C-H bonds, a cutting-edge area in synthetic methodology.
  • Hydroformylation & Hydrocyanation: Serves as a chiral ligand in the asymmetric addition of H2/CO or HCN to olefins to produce chiral aldehydes or nitriles.
  • Academic & Industrial R&D: A vital tool for discovery chemistry in both university laboratories and corporate R&D centers focused on novel catalytic processes and ligand design.
  • Material Science Precursor: Potential use in the synthesis of chiral organometallic frameworks or polymers with specialized electronic or magnetic properties.

Basic Information

Item Details
Product Name n-[(1S)-(1-Ferrocenyl)-2-(Diphenylphosphino)Ethyl)]-3,5-Bis(Trifluoromethyl)-Benzamide
CAS No. 2131816-17-4
Molecular Formula C34H26F6FeNOP
Molecular Weight 665.39 g/mol
Synonyms (S)-N-((1-Ferrocenyl)-2-(diphenylphosphino)ethyl)-3,5-bis(trifluoromethyl)benzamide; (S)-Fc-BIPAM; Josiphos-type ligand derivative; Chiral ferrocenylphosphine ligand; (S)-N-[1-(Ferrocenyl)-2-(diphenylphosphino)ethyl]-3,5-bis(trifluoromethyl)benzamide; (S)-[1-(Ferrocenyl)-2-(diphenylphosphino)ethyl]-3,5-bis(trifluoromethyl)benzamide; Asymmetric hydrogenation ligand 2131816-17-4
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Quality Control

Every batch of our chiral ligands is produced and controlled under strict quality management to ensure exceptional purity and enantiomeric excess (ee) for demanding catalytic applications. Standard quality verification includes HPLC for chemical purity and chiral HPLC or polarimetry for enantiopurity confirmation. A comprehensive Certificate of Analysis (COA) detailing identity, assay, chiral purity, and impurity profile is provided with each shipment to support your quality and regulatory requirements.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (argon or nitrogen) at 2-8°C to maintain stability and prevent oxidation. The compound is light-sensitive and easily oxidized; prolonged exposure to air, moisture, or elevated temperatures should be avoided.

Specification

Item Specification
Appearance Orange to red powder or crystals
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Enantiomeric Excess (Chiral 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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