4516-83-0

Basic information

• Product Name: 2,3-dihydroxycyclohexylacetate
• Synonyms: 2,3-dihydroxycyclohexylacetate
• CAS NO: 4516-83-0
• Molecular Weight: 174.197
• Mol File: 4516-83-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2,3-dihydroxycyclohexylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dihydroxycyclohexylacetate(4516-83-0)
• EPA Substance Registry System: 2,3-dihydroxycyclohexylacetate(4516-83-0)

Safety Data

• Hazardous Substances Data: 4516-83-0(Hazardous Substances Data)

Upstream product

• 76644-52-5 rac-3-acetoxycyclohexene 
• 1192-78-5 (1R*,2R*,3S*)-2,3-epoxycyclohexanol 
• 3491-26-7 octa-1,7-dien-3-yl acetate 

Relevant articles and documents

A facile synthesis of vicinal cis-diols from olefins catalyzed by in situ generated MnxOy nanoaggregates

A novel protocol for the practical and green synthesis of vicinal cis-diols from 10.0 mmol olefins by using 5.0 mmol KMnO4 as oxidant and 30.0 mmol H2O2 as co-oxidant is reported. The presented procedure is easy to carry out and enables the direct transformation of linear and cyclic alkenes to the corresponding vicinal cis-diols. The synthesis of vicinal cis-diols by dihydroxylation of olefins with a KMnO4/H2O2 system was catalyzed by in situ generated MnxOy nanoaggregates. The use of H2O2 as a co-oxidant is the key for the protocol to synthesize vicinal cis-diols in high yields, because it assists the oxidation of MnxOy nanoaggregates, which have an active role in the oxidation reaction medium.

Ruthenium-catalyzed tandem olefin metathesis-oxidations

(Chemical Equation Presented) The utility of Grubbs' 2nd generation metathesis catalyst has been expanded by the development of two tandem olefin metathesis/oxidation protocols. These ruthenium-catalyzed processes provide cis-diols or α-hydroxy ketones from simple olefinic starting materials.

The acid accelerated ruthenium-catalysed dihydroxylation. Scope and limitations

Recently, we discovered a significant rate acceleration in RuO 4-catalysed dihydroxylations of olefins by addition of Broensted-acids resulting in a reduction of the catalyst loading to only 0.5 mol%. The present paper gives a full account on the optimisation protocol that led to the discovery of the beneficial influence of protic acids. A strong focus is set on the detailed description of the influence of different reaction parameters on both reactivity and selectivity. In the second part an intense investigation of scope and limitations will be presented. The results provided in this manuscript might lead to a deeper understanding of competing processes that influence the selectivity in RuO4-catalysed dihydroxylations.