791616-62-1

Basic information

• Product Name: (R)-3,3'-BIS(3,5-BIS(TRIFLUOROMETHYL)PH&
• Synonyms: (R)-3,3''-BIS(3,5-BIS(TRIFLUOROMETHYL)PHENYL)-1,1''-BINAPH-2,2''-DIYL HYDRPHOS;(R)-3,3μ-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1μ-bi-2-naphthol cyclic monophosphate, (11bR)-2,6-Bis[3,5-bis(trifluoromethyl)phenyl]-4-hydroxydinaphtho[2,1-d:1μ,2μ-f]-1,3,2-dioxaphosphepin 4-oxide;(R)-3,3'-Bis[3,5-bis(trifluoroMethyl)phenyl]-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate 95%;(R)-3,3'-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1'-binapthyl-2,2'-diyl hydrogenphosphate;(R)-3,3'-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1'-binaphthalene-;2,6-bis(3,5-bis(trifluoromethyl)phenyl)-4-hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide;(11bR)-2,6-Bis[3,5-bis(trifluoromethyl)phenyl]-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
• CAS NO: 791616-62-1
• Molecular Formula: C36H17F12O4P
• Molecular Weight: 772.476
• Mol File: 791616-62-1.mol
• Article Data: 0

Chemical Properties

• Melting Point: 162-175 °C
• Boiling Point: 722.1±70.0 °C(Predicted)
• Appearance: white to light-yellow/Powder
• Density: 1.63±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 1.09±0.20(Predicted)
• CAS DataBase Reference: (R)-3,3'-BIS(3,5-BIS(TRIFLUOROMETHYL)PH&(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3,3'-BIS(3,5-BIS(TRIFLUOROMETHYL)PH&(791616-62-1)
• EPA Substance Registry System: (R)-3,3'-BIS(3,5-BIS(TRIFLUOROMETHYL)PH&(791616-62-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 791616-62-1(Hazardous Substances Data)

Usage

Description

(R)-3,3'-BIS(3,5-BIS(TRIFLUOROMETHYL)PH&, also known as (R)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate, is a BINOL-based chiral phosphoric acid. It is characterized by its ability to efficiently catalyze the nucleophilic addition to imine substrates, making it a valuable compound in the field of organic chemistry. (R)-3,3'-BIS(3,5-BIS(TRIFLUOROMETHYL)PH& is derived from 1,1′-bi-2-naphthol (BINOL) and features two trifluoromethylated phenyl groups attached to a binaphthyl core, which contributes to its unique catalytic properties.

Uses

1. Used in Asymmetric Catalysis:
(R)-3,3'-BIS(3,5-BIS(TRIFLUOROMETHYL)PH& is used as a chiral Bronsted acid catalyst for the hydrophosphonylation of aldimines at room temperature. Its application in this process is due to its ability to facilitate the selective formation of chiral products, which are essential in the synthesis of various pharmaceuticals and biologically active compounds.
2. Used in Organic Synthesis:
In the field of organic synthesis, (R)-3,3'-BIS(3,5-BIS(TRIFLUOROMETHYL)PH& is utilized as a catalyst for various reactions involving imine substrates. Its chiral nature allows for the enantioselective synthesis of complex molecules, which is crucial for the development of new drugs and advanced materials.
3. Used in Pharmaceutical Industry:
(R)-3,3'-BIS(3,5-BIS(TRIFLUOROMETHYL)PH& is used as a key intermediate in the synthesis of chiral drugs. Its ability to catalyze asymmetric reactions enables the production of single-enantiomer drugs, which are known to have improved efficacy and reduced side effects compared to their racemic counterparts.
4. Used in Chemical Research:
In academic and industrial research settings, (R)-3,3'-BIS(3,5-BIS(TRIFLUOROMETHYL)PH& is employed as a tool to study the mechanisms of asymmetric catalysis and to develop new methodologies for the synthesis of chiral compounds. Its unique structural features and catalytic properties make it an attractive candidate for exploring novel reaction pathways and improving existing synthetic processes.