Abstract
The toluene-insoluble, pyridine-soluble (TIPS) fractions of an Illinois No. 6 coal were investigated as a model for the insoluble portion of coal. Various TIPS fractions had number-average molecular weights ( M ̄ n ) in pyridine of 9080 to 1380. These fractions were treated with a variety of reagents known to cleave ester and ether bonds. The abilities of these reagents were measured by decrease in M ̄ n of the TIPS products. The order was found to be: ZnCl 2> LiI · H 2 O > pyridine · HI > benzylamine > alcoholic KOH > toluene sulphonic acid. Ester groups were determined from saponification equivalents and the effects of alcoholic KOH. Evidence for ethers came from effects of amines, HI and sodium on the M ̄ n . HI appears to cleave more bonds and more phenyl alkyl and benzyl ether than dialkyl ether bonds.
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