104762-37-0

Basic information

• Product Name: 2,2,2,4-tetraphenyl-1,3,2λ⁵-dioxaphospholane
• Synonyms: 2,2,2,4-tetraphenyl-1,3,2λ⁵-dioxaphospholane
• CAS NO: 104762-37-0
• Molecular Weight: 398.441
• Mol File: 104762-37-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,2,2,4-tetraphenyl-1,3,2λ⁵-dioxaphospholane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2,4-tetraphenyl-1,3,2λ⁵-dioxaphospholane(104762-37-0)
• EPA Substance Registry System: 2,2,2,4-tetraphenyl-1,3,2λ⁵-dioxaphospholane(104762-37-0)

Safety Data

• Hazardous Substances Data: 104762-37-0(Hazardous Substances Data)

Upstream product

• 86852-11-1 diethoxyltriphenylphosphorane 
• 25779-13-9 (S)-1-phenyl-1,2-ethanediol 
• 93-56-1 phenylethane 1,2-diol 
• 1034-39-5 dibromotriphenylphosphorane 
• 603-35-0 triphenylphosphine 

Downstream Products

• 119492-43-2 2-(phenylamino)-2-phenylethanol 
• 96-09-3 styrene oxide 
• 126923-25-9 (S)-2-azido-2-phenylethanol 
• 86030-83-3 1-(4-Methylbenzenesulfonyloxy)-1-phenyl-2-ethanol 

Relevant articles and documents

Selective functional transformation of 1,2-diols via organophosphorus reagents

A new synthesis of 1,3,2λ5-dioxaphospholanes was realized by direct reaction of dibromotriphenylphosphorane with 1,2-diols. Ring opening studies were performed with or without electrophilic activation (Lewis acids or hydrogen bonding) in order to substitute selectively one of the hydroxy function.

THE SYNTHETIC UTILITY OF DIOXYPHOSPHORANES IN ORGANIC SYNTHESIS

Diethoxytriphenylphosphorane, DTPP, prepared by reaction of triphenylphosphine and diethyl peroxide, is a "hydrolytically active" dioxyphosphorane which promotes mild and efficient cyclodehydration of diols to cyclic ethers in neutral media.Simple 1,2-, 1,4-, and 1,5-diols afford good yields of the cyclic ethers but 1,3-propanediol and 1,6-hexanediol give mainly 3-ethoxy-1-propanol and 6-ethoxy-1-hexanol, respectively, with DTPP.Tri- and tetra-substituted 1,2-diols afford the relatively stable 1,3,2-dioxaphospholanes in the presence of DTPP and the reaction conditions dictate whether epoxides, ketones, or allylic alcohols are obtained.