5775-23-5

Basic information

• Product Name: 7-Oxabicyclo[4.1.0]heptane, 1-phenyl-, (1S,6S)-
• CAS NO: 5775-23-5
• Molecular Formula: C12H14O
• Molecular Weight: 174.243
• Mol File: 5775-23-5.mol
• Article Data: 211

Chemical Properties

• CAS DataBase Reference: 7-Oxabicyclo[4.1.0]heptane, 1-phenyl-, (1S,6S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Oxabicyclo[4.1.0]heptane, 1-phenyl-, (1S,6S)-(5775-23-5)
• EPA Substance Registry System: 7-Oxabicyclo[4.1.0]heptane, 1-phenyl-, (1S,6S)-(5775-23-5)

Safety Data

• Hazardous Substances Data: 5775-23-5(Hazardous Substances Data)

Upstream product

• 771-98-2 1-Phenylcyclohexene 
• 7722-84-1 dihydrogen peroxide 
• 19324-77-7 (+/-)-2c-chloro-1r-phenyl-cyclohexanol-⁽¹⁾ 
• 67-56-1 methanol 
• 93-59-4 Perbenzoic acid 
• 108-86-1 bromobenzene 
• 100-58-3 phenylmagnesium bromide 
• 108-94-1 cyclohexanone 
• 40940-63-4 1-phenyl-2-bromo-1-hydroxycyclohexane 
• 1589-60-2 1-phenylcyclohexanol 
• 827-52-1 1-phenyl-1-cyclohexane 
• 937-14-4 3-chloro-benzenecarboperoxoic acid 
• 75-91-2 tert.-butylhydroperoxide 

Downstream Products

• 26524-28-7 phenylcyclohexylacetate 
• 17540-06-6 trans-2-(dimethylamino)-1-phenylcyclohexanol 
• 129920-34-9 (1R^*,2S^*)-2-(methylamino)-1-phenylcyclohexane-1-ol 
• 69257-64-3 2-methoxy-2-phenylcyclohexanol 
• 91766-62-0 2-bromo-2-phenyl-cyclohexanol 
• 39778-79-5 cis-octahydro-1-methyl-3a-phenylindol-2-one 
• 129920-36-1 (4R^*,7aS^*)-1-methyl-4-phenyl-2,4,5,6,7,7a-hexahydroindol-2-one 
• 125032-04-4 N-methyl-N-(2-phenylcyclohex-2-en-1-yl)-acetamide 
• 125032-11-3 α,α-dichloro-N-methyl-N-(2-phenylcyclohex-2-en-1-yl)-acetamide 
• 129920-35-0 2,2-Dichloro-N-((1R,2S)-2-hydroxy-2-phenyl-cyclohexyl)-N-methyl-acetamide 
• 101688-13-5 phenyl-2 t-(piperidino-1)-2 r-cyclohexanol 

Relevant articles and documents

Organocatalytic epoxidation and allylic oxidation of alkenes by molecular oxygen

Pyrrole-proline diketopiperazine (DKP) acts as an efficient mediator for the reduction of dioxygen by Hantzsch ester under mild conditions to allow the aerobic metal-free epoxidation of electron-rich alkenes. Mechanistic crossovers are underlined, explaining the dual role of Hantzsch ester as a reductant/promoter of the DKP catalyst and a simultaneous competitor for the epoxidation of alkenes when HFIP is used as a solvent. Expansion of this protocol to the synthesis of allylic alcohols was achieved by adding a catalytic amount of selenium dioxide as an additive, revealing a superior method to the classical application of t-BuOOH as a selenium dioxide oxidant.

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.

A new and efficient methodology for olefin epoxidation catalyzed by supported cobalt nanoparticles

A new heterogeneous catalytic system consisting of cobalt nanoparticles (CoNPs) supported on MgO and tert-butyl hydroperoxide (TBHP) as oxidant is presented. This CoNPs@MgO/t-BuOOH catalytic combination allowed the epoxidation of a variety of olefins with good to excellent yield and high selectivity. The catalyst preparation is simple and straightforward from commercially available starting materials and it could be recovered and reused maintaining its unaltered high activity.