100227-72-3

Basic information

• Product Name: S-(-)-2,2'bis-1,1'-binaphtyl
• CAS NO: 100227-72-3
• Molecular Weight: 879.114
• Mol File: 100227-72-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: S-(-)-2,2'bis-1,1'-binaphtyl(CAS DataBase Reference)
• NIST Chemistry Reference: S-(-)-2,2'bis-1,1'-binaphtyl(100227-72-3)
• EPA Substance Registry System: S-(-)-2,2'bis-1,1'-binaphtyl(100227-72-3)

Safety Data

• Hazardous Substances Data: 100227-72-3(Hazardous Substances Data)

Upstream product

• 74866-28-7 2,2'-dibromo-1,1'-binaphthyl 
• 100165-90-0 bis(4-(tert-butyl)phenyl)phosphinic chloride 
• 100165-89-7 (+/-)-2,2'bis-1,1'-binaphtyl 

Downstream Products

• 100165-89-7 R-(+)-2,2'bis-1,1'-binaphtyl 
• 100165-89-7 S-(-)-2,2'bis-1,1'-binaphtyl 
• 100165-91-1 S-(-)-2,2'-bis-1,1'-binaphthyl 

Relevant articles and documents

Practical Synthesis of (R)- or (S)-2,2'-Bis(diarylphosphino)-1,1'-binaphthyls (BINAPs)

Practical methods for the synthesis of (R)- or (S)-2,2'bis(diarylphosphino)-1,1'-binaphthyls (BINAPs), useful ligands for transition-metal-catalyzed asymmetric reactions, have been developed. (+/-)-2,2'-Bis(diphenylphosphinyl)1,1'-binaphthyl , prepared from 2,2'-dibromo-1,1'-binaphthyl and diphenylphosphinyl chloride, can be resolved into optical antipodes by the use of camphorsulfonic acid or 2,3-di-O-benzoyltartaric acid.Reduction of resolved BINAPO with trichlorosilane in the presence of triethylamine affords optically pure 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP).In a similar manner, several BINAP analogues have been prepared in optically pure form.The present procedures are suitable for obtaining these axially dissymmetric diphosphines in a large scale.The molecular structure of the 1:1:1 complex of (S)-(-)-BINAPO, (1R)-(-)-camphorsulfonic acid, and acetic acid has been studied by single-crystal X-ray analysis.