Health & Environmental Research Online (HERO)


Print Feedback Export to File
4038687 
Journal Article 
CARBON MONOXIDE, HYDROGEN, WATER - REDUCTION OF ANTHRACENE, DIHYDROANTHRACENE, AND QUINOLINE 
Stenberg, VI; Wang, J; Baltisberger, RJ; Vanburen, R; Woolsey, NF 
1978 
Yes 
Journal of Organic Chemistry
ISSN: 0022-3263
EISSN: 1520-6904 
43 
15 
2991-2994 
English 
WOS:A1978FH60100012 
Anthracene is reduced by CO-H2O, CO-H2O-H2, or H2 at 425 °C and an initial pressure of 1500 psi to dihydroanthracene, 1,2,3,4-tetrahydroanthracene, and methylbenzohydrindene. Hydrocracked products and dimers are formed to a minor extent. The hydrogen donor solvent, tetralin, promotes rearrangement and cracking. Tetralin also increases the formation of methylbenzohydrindene, but does not influence the overall conversion. Ferrous sulfide promotes rearrangement and cracking while lowering the overall conversion. Sodium carbonate retards the reaction. Dihydroanthracene disproportionates to anthracene and tetrahydroanthracene under the reaction conditions. The principal reduction product of quinoline under similar conditions is 1,2,3,4-tetrahydroquinoline. Fragmented aniline derivatives, dimeric quinoline species, and methylated compounds are also found in the reaction mixture. Hydrogen is most effective as a reducing gas, and carbon monoxide must have water present to accomplish the reduction. Iron sulfide and sodium carbonate promote the carbon monoxide reductions. © 1978, American Chemical Society. All rights reserved.