58368-42-6

Basic information

• Product Name: 1-cyclopropyl-1-phenylethane-1,2-diol
• Synonyms: 1-cyclopropyl-1-phenylethane-1,2-diol
• CAS NO: 58368-42-6
• Molecular Weight: 178.231
• Mol File: 58368-42-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-cyclopropyl-1-phenylethane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-cyclopropyl-1-phenylethane-1,2-diol(58368-42-6)
• EPA Substance Registry System: 1-cyclopropyl-1-phenylethane-1,2-diol(58368-42-6)

Safety Data

• Hazardous Substances Data: 58368-42-6(Hazardous Substances Data)

Upstream product

• 825-76-3 α-cyclopropylstyrene 
• 5558-04-3 1-cyclopropyl-1-phenylethanol 
• 6226-34-2 1-Cyclopropyl-1-phenylethanol 
• 16282-49-8 2-Cyclopropyl-2-phenyl-oxiran 

Relevant articles and documents

Aldehyde-catalyzed epoxidation of unactivated alkenes with aqueous hydrogen peroxide

The organocatalytic epoxidation of unactivated alkenes using aqueous hydrogen peroxide provides various indispensable products and intermediates in a sustainable manner. While formyl functionalities typically undergo irreversible oxidations when activating an oxidant, an atropisomeric two-axis aldehyde capable of catalytic turnover was identified for high-yielding epoxidations of cyclic and acyclic alkenes. The relative configuration of the stereogenic axes of the catalyst and the resulting proximity of the aldehyde and backbone residues resulted in high catalytic efficiencies. Mechanistic studies support a non-radical alkene oxidation by an aldehyde-derived dioxirane intermediate generated from hydrogen peroxide through the Payne and Criegee intermediates.

Visible light-promoted dihydroxylation of styrenes with water and dioxygen

An efficient visible light promoted metal-free dihydroxylation of styrenes with water and dioxygen has been developed for the construction of vicinal alcohols. The protocol was operationally simple with a broad substrate scope. The mechanistic studies demonstrated that one of the hydroxyl groups came from water and the other one came from molecular oxygen. Additionally, the β-alkyoxy alcohols could also be obtained using a similar strategy.

Reactivity and selectivity in the oxidation of styrene derivatives. V. studies on the oxidation of α-substituted styrenes

The liquid phase oxidation of α-phenyl-1a, α-trimethylsilyloxy 1b, α-cyclopropyl-1c, α-trifluoromethyl-1d styrene, and styrene 1e with oxygen in chlorobenzene and cumene solution in the temperature range 55-125°C was investigated. The product yields were determined gaschromatographically. The epoxide selectivity increases up to 90°C with increasing temperature. The epoxides of 1a and 1c rearrange at higher temperatures, therefore their yield decreases. The relative chain propagation constants (kpC=C) were determined by competitive oxidations of cumene. WILEY-VCH Verlag GmbH, 1999.