163438-21-9

Basic information

• Product Name: (-)-(4S,5S)-4,5-diphenyl-1,3-dioxolan-2-one
• Synonyms: (-)-(4S,5S)-4,5-diphenyl-1,3-dioxolan-2-one
• CAS NO: 163438-21-9
• Molecular Weight: 240.258
• Mol File: 163438-21-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (-)-(4S,5S)-4,5-diphenyl-1,3-dioxolan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(4S,5S)-4,5-diphenyl-1,3-dioxolan-2-one(163438-21-9)
• EPA Substance Registry System: (-)-(4S,5S)-4,5-diphenyl-1,3-dioxolan-2-one(163438-21-9)

Safety Data

• Hazardous Substances Data: 163438-21-9(Hazardous Substances Data)

Upstream product

• 124-38-9 carbon dioxide 
• 1439-07-2 trans-Stilbene oxide 
• 1439-07-2 (S,S)-trans-stilbene oxide 
• 204778-93-8 (4S,5S)-4,5-Diphenyl-[1,3,2]dioxathiolane 2-oxide 
• 108-59-8 malonic acid dimethyl ester 
• 141-97-9 ethyl acetoacetate 
• 2325-10-2 (S,S)-hydrobenzoin 
• 530-62-1 1,1'-carbonyldiimidazole 

Downstream Products

• 2325-10-2 (S,S)-hydrobenzoin 
• 163438-23-1 benzoic acid (S,S)-2-hydroxy-1,2-diphenylethyl ester 

Relevant articles and documents

Influence of temperature and pressure on cyclic carbonate synthesis catalyzed by bimetallic aluminum complexes and application to overall syn -bis-hydroxylation of alkenes

The effect of moderate temperatures (22-100 °C) and pressures (1-10 bar) on the synthesis of cyclic carbonates from epoxides and carbon dioxide catalyzed by a combination of bimetallic aluminum complexes and tetrabutylammonium bromide is investigated. The combined bimetallic complex and tetrabutylammonium bromide catalyst system is shown to be an order of magnitude more active than the use of tetrabutylammonium bromide alone at all temperatures and pressures studied. At the higher temperatures and pressures used, disubstituted epoxides become substrates for the reaction and it is shown that reactions proceed with retention of the epoxide stereochemistry. This allowed a route for the overall syn-bis-hydroxylation of alkenes to be developed without the use of hazardous metal based reagents. At higher pressures it is also possible to use compressed air as the carbon dioxide source.

Synthesis of Cyclic Carbonates Catalysed by Chromium and Aluminium Salphen Complexes

Chromium and aluminium salphen complexes have been found to display remarkable catalytic activity in the synthesis of cyclic carbonates from a range of epoxides and carbon dioxide. The Al(salphen) complex is more reactive towards terminal epoxides at ambient temperature and pressure, whereas the Cr(salphen) complex exhibits higher catalytic activity towards more challenging internal epoxides at elevated temperature and pressure.

Reaction of 1,2-cyclic sulfites with some soft nucleophiles. Formation of enantiomerically pure γ-lactones

The reaction between 1,2-cyclic sulfites and soft carbon centered nucleophiles has been investigated. For monosubstituted cyclic sulfites, the main products were γ-lactones or acetoxy esters. For 1,2-disubstituted cyclic sulfites, cyclopropanes, carbonate and dioxolanes were the main products. A mechanistic rationale for the product formation is presented. Acta Chemica Scandinavica 1998.