1354358-62-5

Basic information

• Product Name: 1-(O-oxocyclobutyl)-1-(p-tolyl)ethane-1,2-diol
• CAS NO: 1354358-62-5
• Molecular Weight: 234.295
• Mol File: 1354358-62-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-(O-oxocyclobutyl)-1-(p-tolyl)ethane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(O-oxocyclobutyl)-1-(p-tolyl)ethane-1,2-diol(1354358-62-5)
• EPA Substance Registry System: 1-(O-oxocyclobutyl)-1-(p-tolyl)ethane-1,2-diol(1354358-62-5)

Safety Data

• Hazardous Substances Data: 1354358-62-5(Hazardous Substances Data)

Upstream product

• 5445-51-2 cyclobutane-1,1'-dicarboxylic acid 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 34867-87-3 spirocyclobutylmalonoyl peroxide 

Relevant articles and documents

Metal-free dihydroxylation of alkenes using cyclobutane malonoyl peroxide

Cyclobutane malonoyl peroxide (7), prepared in a single step from the commercially available diacid 6, is an effective reagent for the dihydroxylation of alkenes. Reaction of a chloroform solution of 7 with an alkene in the presence of 1 equiv of water at 40 °C followed by alkaline hydrolysis leads to the corresponding diol (30-84%). With 1,2-disubstituted alkenes, the reaction proceeds with syn-selectivity (3:1 → 50:1). A mechanism consistent with experimental findings is proposed, which is supported by deuterium and oxygen labeling studies and explains the stereoselectivity observed. Alternative reaction pathways that are dependent on the structure of the starting alkene are also described leading to the synthesis of allylic alcohols and γ-lactones.