74311-56-1

Basic information

• Product Name: (R)-(S)-BPPFA
• Synonyms: (R)-(S)-BPPFA;(-)-(R)-N,N-DIMETHYL-1-[(S)-1',2-BIS(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE;(R)-N,N-DIMETHYL-1-[(S)-1',2-BIS(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE;(-)-(R)-N,N-dimethyl-1-((S)-1',2-bis(di-phenylpho;(-)-(R)-N,N-DIMETHYL-1-((S)-1',2-BIS(DI- PHENYLPHOSPHINO)FERROCENYL)ET-AMIN,95%;(R)-N,N-Dimethyl-1-((S)-1',2-bis(diphenylphosphino;[r,r]-1-[1-dimethylaminoethyl]-1',2-bis[diphenylphosphino]ferrocene;N,N-dimethyl-1-[1,2-bis(diphenylphosphino)ferrocenyl]ethyl
• CAS NO: 74311-56-1
• Molecular Formula: C₃₈H₃₇FeNP₂
• Molecular Weight: 625.5
• Product Categories: Asymmetric Synthesis;Classes of Metal Compounds;Fe (Iron) Compounds;Ferrocenes;Metallocenes;Phosphine Ligands;Synthetic Organic Chemistry;Transition Metal Compounds;Chiral Phosphine
• Mol File: 74311-56-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 143-144 °C(lit.)
• Appearance: /solid
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: (R)-(S)-BPPFA(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(S)-BPPFA(74311-56-1)
• EPA Substance Registry System: (R)-(S)-BPPFA(74311-56-1)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 74311-56-1(Hazardous Substances Data)

Usage

Description

(R)-(S)-BPPFA, also known as (-)-(R)-(S)-BPPFA, is an electron-rich bulky ligand that plays a significant role in various chemical reactions. It is particularly known for its use in enantioselective silylation of allylic chlorides and amination reactions of aryl halides and tosylates. Its unique properties make it a valuable component in the field of chemistry and pharmaceuticals.

Uses

Used in Chemical Synthesis:
(R)-(S)-BPPFA is used as a ligand for enantioselective silylation of allylic chlorides, which is crucial for obtaining specific enantiomers with high selectivity. This application is essential in the synthesis of various pharmaceuticals and fine chemicals, where the desired enantiomer often possesses the desired biological activity.
Used in Pharmaceutical Industry:
(R)-(S)-BPPFA is used as a homogeneous catalyst in amination reactions of aryl halides and tosylates. This application is vital in the development of new drugs and pharmaceutical compounds, as it allows for the efficient and selective formation of amines, which are common functional groups in many active pharmaceutical ingredients.

Upstream product

• 31904-34-4 N,N-dimethyl-1-ferrocenylethylamine 
• 1079-66-9 chloro-diphenylphosphine 

Downstream Products

• 374082-41-4 [Pd(N,N'-dimethyl-1-[1',2-bis(diphenylphosphino)ferrocenyl]ethylamine)(CF₃SO₃)](CF₃SO₃) 

Relevant articles and documents

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A functionalized magnetic nanoparticle including an organometallic sandwich compound and a magnetic metal oxide. The functionalized magnetic nanoparticle may be reacted with a metal precursor to form a catalyst for various C—C bond forming reactions. The catalyst may be recovered with ease by attracting the catalyst with a magnet.