Abstract
The proton and carbon n.m.r. spectra of butylated Illinois No. 6 coal which has been fractionated by gel-permeation chromatography (GPC) are reported. The chemical shifts and spin-lattice relaxation times of model compounds provide the bases for the assignment of the spectroscopic results. The spectra of the various molecular weight fractions are clearly different. There are significant variations in the degree of aromaticity, the presence of linear alkanes, the ratio of C-butylation to O-butylation, the extent of butylation on aliphatic and aromatic carbon atoms, and the amount of carbonyl and vinyl derivatives. The results suggest that electron transfer, proton abstraction, ether cleavage, and elimination reactions are important under the conditions of the Sternberg process and that both nucleophilic and free-radical substitution reactions occur. The results also strongly suggest that the distribution of functional groups in coal is not uniform.
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