221012-82-4

Basic information

• Product Name: (R)-(+)-2,2',6,6'-TETRAMETHOXY-4,4'-BIS(DIPHENYLPHOSPHINO)-3,3'-BIPYRIDINE
• Synonyms: CTH-(S)-P-PHOS;CTH-(R)-P-PHOS;(S)-(-)-2,2',6,6'-TETRAMETHOXY-4,4'-BIS(DIPHENYLPHOSPHINO)-3,3'-BIPYRIDINE;(S)-(-)-2,2',6,6'-TETRAMETHOXY-4,4'-BIS(DIPHENYLPHOSPHINO)-3,3-BIPYRIDINE;(R)-P-PHOS;(S)-P-PHOS;(R)-(-)-2,2',6,6'-TETRAMETHOXY-4,4'-BIS(DIPHENYLPHOSPHINO)-3,3'-BIPYRIDINE;(R)-(+)-2,2',6,6'-TETRAMETHOXY-4,4'-BIS(DIPHENYLPHOSPHINO)-3,3'-BIPYRIDINE
• CAS NO: 221012-82-4
• Molecular Formula: C₃₈H₃₄N₂O₄P₂
• Molecular Weight: 644.64
• Mol File: 221012-82-4.mol
• Article Data: 0

Chemical Properties

• Melting Point: 261-265°C
• Boiling Point: 686.1 °C at 760 mmHg
• Flash Point: 368.7 °C
• Appearance: white to pale yellow/Powder
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -2.99±0.20(Predicted)
• CAS DataBase Reference: (R)-(+)-2,2',6,6'-TETRAMETHOXY-4,4'-BIS(DIPHENYLPHOSPHINO)-3,3'-BIPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-2,2',6,6'-TETRAMETHOXY-4,4'-BIS(DIPHENYLPHOSPHINO)-3,3'-BIPYRIDINE(221012-82-4)
• EPA Substance Registry System: (R)-(+)-2,2',6,6'-TETRAMETHOXY-4,4'-BIS(DIPHENYLPHOSPHINO)-3,3'-BIPYRIDINE(221012-82-4)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 221012-82-4(Hazardous Substances Data)

Usage

Description

(R)-(+)-2,2',6,6'-TETRAMETHOXY-4,4'-BIS(DIPHENYLPHOSPHINO)-3,3'-BIPYRIDINE is a chiral ligand with a complex structure featuring a bipyridine backbone, diphenylphosphino groups, and methoxy substituents. It is characterized by its white solid appearance and plays a crucial role in various chemical reactions due to its unique steric and electronic properties.

Uses

Used in Pharmaceutical Industry:
(R)-(+)-2,2',6,6'-TETRAMETHOXY-4,4'-BIS(DIPHENYLPHOSPHINO)-3,3'-BIPYRIDINE is used as a chiral ligand for the asymmetric hydrogenation of β-keto esters, 2-arylacrylates, aryl ketones, and other substrates. This application is crucial for the synthesis of enantiomerically pure compounds, which are essential in the development of pharmaceuticals with improved efficacy and reduced side effects.
Used in Chemical Synthesis:
In the field of chemical synthesis, (R)-(+)-2,2',6,6'-TETRAMETHOXY-4,4'-BIS(DIPHENYLPHOSPHINO)-3,3'-BIPYRIDINE serves as a versatile ligand for various catalytic reactions. Its unique structure allows for the selective formation of desired products with high enantioselectivity and yield, making it valuable in the synthesis of complex organic molecules and advanced materials.
Used in Research and Development:
(R)-(+)-2,2',6,6'-TETRAMETHOXY-4,4'-BIS(DIPHENYLPHOSPHINO)-3,3'-BIPYRIDINE is also utilized in research and development settings to explore new reaction mechanisms, develop novel catalytic systems, and improve existing synthetic methodologies. Its use in these areas contributes to the advancement of chemical science and the discovery of new compounds with potential applications in various industries.

Reaction

New class of highly effective chiral dipyridylphosphine ligands used in the asymmetric hydrogenation of 2-arylacrylic acids, β-ketoesters, aryl ketones, and α-dehydroamino acids. Ligand used in the Pd-catalyzed asymmetric bis-alkoxycarbonylation of styrene.

Downstream Products

• 452963-17-6 [((R)-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphine)3,3'-bipyridine)dichloropalladium(II)] 
• 1034129-05-9 Ru(R-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine)(acac)2