865981-02-8

Basic information

• Product Name: C₁₈H₂₂N₂
• Synonyms: C₁₈H₂₂N₂
• CAS NO: 865981-02-8
• Molecular Weight: 266.386
• Mol File: 865981-02-8.mol

Chemical Properties

• CAS DataBase Reference: C₁₈H₂₂N₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₈H₂₂N₂(865981-02-8)
• EPA Substance Registry System: C₁₈H₂₂N₂(865981-02-8)

Safety Data

• Hazardous Substances Data: 865981-02-8(Hazardous Substances Data)

Upstream product

• 35132-20-8 (R,R)-1,2-diphenylethylenediamine 
• 1558718-37-8 2-[(1R,2R)-1,2-diphenyl-2-(pyrrolidin-1-yl)ethyl]-2,3-dihydro-1H-isoindole-1,3-dione 
• 1387581-28-3 2-[(1R,2R)-2-amino-1,2-diphenylethyl]-2,3-dihydro-1H-isoindole-1,3-dione 

Downstream Products

• 1416133-15-7 (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(3-((1R,2R)-1,2-diphenyl-2-(pyrrolidin-1-yl)ethyl)thioureido)tetrahydro-2H-pyran-3,4,5-triyl triacetate 

Relevant articles and documents

Enantioselectivity switch controlled by N,N′-di- or N,N,N′,N′-tetra-substituted chiral thiophosphorodiamide ligands, structural relatives of thioureas, in catalytic additions of diethylzinc to aldehydes

We have developed a series of new chiral thiophosphorodiamide ligands derived from (1R,2R)-(+)-1,2-diphenylethylenediamine, which are the structural relatives of thioureas. An investigation into their catalytic properties in asymmetric additions of diethylzinc to aldehydes has shown that N,N,N′,N′-tetra-substituted chiral thiophosphorodiamides can give (R)-secondary alcohols with up to 98% yield and 98% ee, while N,N′-di-substituted chiral thiophosphorodiamides give (S)-secondary alcohols with up to 99% yield and 97% ee values. The enantioselectivity switch is highly efficient with a broad substrate scope. We have also proposed hypothetical reaction pathways, which result in an enantioselectivity switch.