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Reactions of the Toluene-Insoluble, Pyridine-Soluble Fraction of Illinois No. 6 Coal

机译:伊利诺伊州6号煤中甲苯不溶性吡啶可溶部分的反应

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Illinois No. 6 coal was extracted with pyridine at 100 exp 0 and the toluene-insoluble, pyridine-soluble (TIPS) fraction of the extract was used as a model for the 84% of insoluble coal. Various TIPS fractions had number-average molecular weights (anti M/sub n/) in pyridine of 980 to 1380 but were insoluble or only partly soluble in most other solvents. Elemental and exp 1 H and exp 13 C NMR analyses indicate an H/C ratio of only 1.3 in the aliphatic portions of the TIPS molecules. The TIPS fraction was treated with a variety of reagents and their abilities to cleave ether and ester bonds were measured by decreases in anti M/sub n/: ZnCl sub 2 > LiI.H sub 2 O > ZnBr sub 2 > pyridine.HI > methyl iodide > benzylamine > alcoholic KOH > toluene sulfonic acid. Evidence for ester groups comes from saponification equivalents and the effects of alcoholic KOH and amines on anti M/sub n/. HI appears to cleave all the bonds that Na cleaves and more, suggesting that there are few diaryl ether bonds and more phenyl alkyl and benzyl ether than dialkyl ether bonds. (ERA citation 07:006681)

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