100165-87-5

Basic information

• Product Name: (S)-[1,1'-binaphthalene]-2,2'-diylbis(di-p-tolylphosphine oxide)
• CAS NO: 100165-87-5
• Molecular Weight: 710.792
• Mol File: 100165-87-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 311-316 °C
• Boiling Point: 883.4±65.0 °C(Predicted)
• Density: 1.26±0.1 g/cm3(Predicted)
• CAS DataBase Reference: (S)-[1,1'-binaphthalene]-2,2'-diylbis(di-p-tolylphosphine oxide)(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-[1,1'-binaphthalene]-2,2'-diylbis(di-p-tolylphosphine oxide)(100165-87-5)
• EPA Substance Registry System: (S)-[1,1'-binaphthalene]-2,2'-diylbis(di-p-tolylphosphine oxide)(100165-87-5)

Safety Data

• Hazardous Substances Data: 100165-87-5(Hazardous Substances Data)

Upstream product

• 153305-67-0 tol-BINAP 
• 100165-87-5 2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl dioxide 
• 99646-28-3 (R)-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] 

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

An enantioselective oxidative coupling reaction of 2-naphthol derivatives catalyzed by chiral diphosphine oxide-iron(ii) complexes

An enantioselective oxidative coupling of 2-naphthol derivatives is developed with the use of chiral Fe(ii)-diphosphine oxide complexes. Optically active 1,1-bi-2-naphthol derivatives can be synthesized in high yields when a 2?:?1 complex of (S)-xylyl-iPrO-BIPHEP-oxide and Fe(OTf)2 is used in the presence of t-butyl hydroperoxide as an oxidant. The non-linear effect, X-ray crystal structure and ESI-MS suggest that a 2?:?1 complex of (S)-xylyl-iPrO-BIPHEP-oxide and Fe(OTf)2 is a pre-catalyst for a Fe(iii)/Fe(iv) redox cycle.

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.

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).