100227-70-1

Basic information

• Product Name: Phosphine oxide, (1R)-[1,1'-binaphthalene]-2,2'-diylbis[bis(4-methylphenyl)-
• CAS NO: 100227-70-1
• Molecular Formula: C48H40O2P2
• Molecular Weight: 710.792
• Mol File: 100227-70-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Phosphine oxide, (1R)-[1,1'-binaphthalene]-2,2'-diylbis[bis(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphine oxide, (1R)-[1,1'-binaphthalene]-2,2'-diylbis[bis(4-methylphenyl)-(100227-70-1)
• EPA Substance Registry System: Phosphine oxide, (1R)-[1,1'-binaphthalene]-2,2'-diylbis[bis(4-methylphenyl)-(100227-70-1)

Safety Data

• Hazardous Substances Data: 100227-70-1(Hazardous Substances Data)

Upstream product

• 153305-67-0 tol-BINAP 
• 74866-28-7 2,2'-dibromo-1,1'-binaphthyl 
• 4129-40-2 di(p-tolyl)phosphinic chloride 
• 99646-28-3 1,1′-binaphthalene-2,2′-diylbis[bis(4-methylphenyl)phosphine] 
• 99646-28-3 (R)-tol-BINAP 
• 100165-87-5 2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl dioxide 

Downstream Products

• 100165-87-5 (R)-(+)-2,2'-bis(di-p-tolylphosphinyl)-1,1'-binaphthyl 
• 100165-87-5 (S)-[1,1'-binaphthalene]-2,2'-diylbis(di-p-tolylphosphine oxide) 
• 99646-28-3 (R)-tol-BINAP 
• 99646-28-3 1,1′-binaphthalene-2,2′-diylbis[bis(4-methylphenyl)phosphine] 

Relevant articles and documents

Chiral Recognition of in Situ-Oxidized Phosphine Oxides with Octahedral Indium Complexes by 31P NMR Spectroscopy

Herein, efficient chiral recognition of phosphine oxides with octahedral indium complexes was demonstrated. Direct chiral analysis of in situ-prepared phosphine oxides formed using phosphines and hydrogen peroxide was conducted effectively via 31P nuclear magnetic resonance spectroscopy. Sufficient peak resolution of chiral phosphines was obtained consistently, thereby enabling the reliable determination of absolute chirality. Rational 1:1 binding models based on experiments and density functional theory calculations have been proposed.

Facile synthesis of chiral 1,2-chlorohydrins via the ring-opening of meso-epoxides catalyzed by chiral phosphine oxides

The facile synthesis of chiral 1,2-chlorohydrins via the enantioselective ring-opening of meso-epoxides with silicon tetrachloride in the presence of a chiral phosphine oxide was accomplished. The chiral 1,2-chlorohydrins were also obtained from the corresponding cis-alkenes in one-pot without significant loss in the selectivity, thereby permitting easy access to the 1,2-chlorohydrins from cis-alkenes with good yields and enantioselectivities.

Stereospecific, enantioselective allylation of α-hydrazono esters by using allyltrichlorosilanes with BINAP dioxides as neutral-coordinate organocatalysts

(Chemical equation presented). Excellent diastereo- and enantioselectivities were obtained in the title reaction, (E)-Crotylsilanes gave syn adducts, whereas anti adducts were obtained from (Z)-crotylsilanes (see scheme).