Date of Award
Master of Science (MS)
David H. Buchanan
Reactions of several phenyl ethers and an ester with pyridine hydrogen iodide were examined under various conditions as model studies for the recently reported molecular weight reduction of a fraction of Illinois No. 6 coal by hydrogen iodide in pyridine at 50°.
No ether or ester cleavage was observed at 60-80° in pyridine, acetonitrile, ethanol or the absence of solvent. Sealed tube reactions at 210° resulted in cleavage to phenol plus various hydrocarbon and alkyl halide products. Pyridine and benzyl phenyl ether at 210° produced no cleavage in the absence of hydrogen iodide.
Syntheses of crystalline pyridine hydrogen iodide and pyridine hydrogen bisulfate as well as cyclohexyl phenyl ether are described.
Chen, Agnes Mei-Ying, "Pyridine Hydrogen Iodide as an Ether Cleaving Agent in Coal Chemistry" (1981). Masters Theses. 2981.
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