Aqueous high-temperature chemistry of carbo- and heterocycles. 3. 2-Substituted pyridines

Journal Article · · Energy and Fuels; (USA)

DOI:https://doi.org/10.1021/ef00023a017· OSTI ID:6089018

Katritzky, A R; Lapucha, A R ^[1]; Siskin, M ^[2]

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1. Univ. of Florida, Gainesville (USA)
2. Exxon Research and Engineering Company, Annandale, NJ (USA)

Although 2-methylpyridine is stable to aquathermolysis conditions, pyridine-2-carboxylic acid, pyridine-2-carboxaldehyde, and pyridine-2-methanol are all more reactive than the corresponding 3-isomers. The acid is readily decarboxylated. The aldehyde thermolyzes in cyclohexane via its dimer 2-pyridoin, but it thermolyzes in water by decarbonylation to yield pyridine; the alcohol also forms pyridine by loss of CH{sub 2}O. A feature of the reactions of the aldehyde and alcohol under more forcing conditions is the production of a complex slate of products containing two or three pyridine rings. The structures of these products have been elucidated, reaction sequences for their formation suggested, and the sequences tested by the study of four of the bimolecular derivatives implicated. The implication of this chemistry for diagenesis and catagenesis of kerogens under aquathermolysis conditions is as outlined in part 1 of this series.

• OSTI ID: 6089018
• Journal Information: Energy and Fuels; (USA), Journal Name: Energy and Fuels; (USA) Vol. 4:5; ISSN 0887-0624; ISSN ENFUE
• Country of Publication: United States
• Language: English

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ALCOHOLS
ALDEHYDES
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SEPARATION PROCESSES
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