Aspects of the chemistry of donor solvent coal dissolution. The role of phenol in the reaction

Abstract

The relative reactivity of phenol in exchange reaction with tetralin-d 12 and naphthalene-d 8 indicates that hydrogen exchange occurs by a free radical process rather than by an electrophilic substitution reaction at 427 °C. Substances such as benzyl phenyl ether that initiate free radical reactions increase the rate of the exchange reaction between phenol and tetralin-d 12 whereas weak acids have only a modest influence on the exchange. Phenol and 1 -naphthol accelerate the rates of decomposition of some ethers and amines in tetralin. These results suggest that phenolic compounds enhance thermal coal dissolution reactions in donor solvents via their influences on the rates of the homolytic cleavage of carbon-oxygen and carbon-nitrogen bonds.