Origin of certain heterocyclic compounds from depolymerization of lignite

✍ Scribed by James A. Franz; John R. Morrey; Garth L. Tingey; William E. Skiens; Ronald J. Pugmire; David M. Grant

• Book ID: 103092310
• Publisher: Elsevier Science
• Year: 1977
• Tongue: English
• Weight: 358 KB
• Volume: 56
• Category: Article
• ISSN: 0016-2361
• DOI: 10.1016/0016-2361(77)90060-6

✦ Synopsis

The origins of products observed in the acid-catalysed phenolic depolymerization of a lignite are discussed. The isolation of 14C-labelled xanthene and 9-arylxanthenes from the use of l-14C-phenol in lignite depolymerization reactions demonstrates the solvent origins of aromatic portions of these products. Methylene-, methine-, and ethylene-bridged aromatic products were identified by gas chromatography-mass spectrometry (GCMS) techniques, demonstrating a close similarity to products from the depolymerization of brown coals and Iignites. Reactions of model triarylmethane compounds under depolymerization conditions demonstrated the facile conversion of triarylmethine structures to diarylmethane structures, indicating ambiguity in the simple interpretation of diarylmethane products as having derived from diarylmethane functional groups in coal. Alternative mecha nistic pathways to observed products are presented.