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U.S. Department of Energy
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Coal-transformation chemistry. Seventh quarterly progress report

Technical Report ·
OSTI ID:5724535

Illinois No. 6 coal was benzylated selectively on phenolic and carboxylic groups using tetrabutylammonium hydroxide as a base and phase transfer catalyst and benzylbromide as the benzylating agent. Demineralized Illinois No. 6 coal was O-methylated in a similar fashion. Colorado coal was reductively methylated and subsequently methylated using tetrabutylammonium hydroxide. The spectroscopic data for these reactions are presented and interesting features are discussed. Illinois No. 6 coal was reductively ethylated using the Sternberg procedure. Analysis of the carbon nmr of the tetrahydrofuran soluble coal product gives some insight into the nature of carbon-carbon alkylation. These results are discussed in Part B. Illinois No. 6 coal was trifluoroacetoxylated with lead (IV) tetrakistrifluoroacetate in trifluoroacetic acid at ambient temperature. Trifluoroacetoxylated coal was hydrolyzed in aqueous medium to give hydroxylated coal. The introduction of hydroxyl groups was confirmed by infrared spectroscopy. Several reactions of this hydroxylated coal were investigated. These results ae discussed in Part C. Tin (IV) chloride was selected to study the influence of Lewis acids on the deuterium-hydrogen exchange reactions of diphenylmethane and tetralin-d/sub 12/ or naphthalene-d/sub 8/ at low temperature (300/sup 0/C and 200/sup 0/C). The results are discussed in Part D. The effort on donor solvent coal chemistry was directed to investigate the role of pericyclic reactions in the liquefaction process more extensively. Preliminary results indicate that free radicals processes occur preferentially and that pericyclic reactions are unimportant at the threshold reaction temperatures of 400 to 425/sup 0/C. This work is described in Part E.

Research Organization:
Chicago Univ., IL (USA)
DOE Contract Number:
AC22-80PC30088
OSTI ID:
5724535
Report Number(s):
DOE/PC/30088-7; ON: DE82010100
Country of Publication:
United States
Language:
English