37994-86-8Relevant academic research and scientific papers
Synthesis of alkyl methyl ethers and alkyl methyl carbonates by reaction of alcohols with dimethyl carbonate in the presence of tungsten and cobalt complexes
Khusnutdinov,Shchadneva,Mayakova
, p. 790 - 795 (2014/08/18)
Alkyl methyl ethers and alkyl methyl carbonates were synthesized by reaction of alcohols with dimethyl carbonate in the presence of tungsten and cobalt carbonyls. Optimal reactant and catalyst ratios, as well as reaction conditions, were found for selective formation of alkyl methyl ethers or alkyl methyl carbonates.
Multiple Pathways in the Solvolysis of 1-Adamantyl Fluoroformate
Kevill, Dennis N.,Kyong, Jin Burm
, p. 258 - 265 (2007/10/02)
Reactions of 1-adamantyl fluoroformate in hydroxylic solvents have been studied.In solvents of high ionizing power and relatively low nucleophilicity, such as 2,2,2-trifluoroethanol-water mixtures, the reactions parallel those of 1-adamantyl chloroformate, and only solvolysis-decomposition reaction is observed.However, differing from the reactions of the corresponding chloroformate, in other solvents appreciable amounts pf attack at acyl carbon occur, more than 90percent in 80percent aqueous ethanol.Entropies of activation for attack at acyl carbon are considerably more negative than for solvolysis-decomposition.For the solvolysis-decomposition, a Grunwald-Winstein m value of 0.70 is observed.The kCl/kF ratios for solvolysis-decomposition are in the range of 104-105, suggesting appreciable C-X bond breaking in the transition state of the rate-determining step and arguing against rate-determining formation of a 1-Ad(1+)(OCOX)(1-) ion pair.Attack at acyl carbon is analyzed in terms of the two-term Grunwald-Winstein equation, and sensitivities toward changes in nucleophilicity and ionizing power are identical to those for solvolyses of n-octyl fluoroformate, which are believed to proceed via a tetrahedral intermediate.For each of the major pathways, selectivities toward the components of binary hydroxylic solvents are reported and discussed.
