Aqueous high-temperature chemistry of carbo- and heterocycles. 1. Introduction and reaction of 3-pyridylmethanol, pyridine-3-carboxyaldehyde, and pyridine-3-carboxylic acid

Journal Article · · Energy and Fuels; (USA)

OSTI ID:6088196

Katritzky, A R; Lapucha, A R; Murugan, R; Luxem, F J ^[1]; Siskin, M; Brons, G ^[2]

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

A standard set of conditions for the study of the aquathermolysis of carbo- and heterocyclic compounds are defined. Pyridine and 3-methylpyridine are stable at 250{degree}C, but pyridine-3-carboxylic acid, pyridine-3-carboxaldehyde, and 3-pyridylmethanol all undergo cleavage to form pyridine with the release of CO{sub 2}, HCO{sub 2}H, and HCHO, respectively. These 3-substituted pyridines also all undergo reduction by HCO{sub 2}H and/or HCHO to give finally 3-methylpyridine. 3-Pyridylmethanol disproportionates to the aldehyde and 3-methylpyridine, and the aldehyde and methanol subsequently undergo an aldol-type condensation to afford bis(3-pyridyl)methane and 1,2-(bis-3-pyridyl)ethane after further transformations. The aqueous geochemical implications of this chemistry to maturation of source rock kerogens are discussed.

• OSTI ID: 6088196
• 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
ALKANES
AMINES
AMMONIUM COMPOUNDS
AUTOHYDROLYSIS
AZINES
BITUMINOUS MATERIALS
CARBON COMPOUNDS
CARBON DIOXIDE
CARBON OXIDES
CARBONACEOUS MATERIALS
CARBOXYLIC ACIDS
CHALCOGENIDES
CHEMICAL BONDS
CHEMICAL REACTIONS
CHEMISTRY
CHROMATOGRAPHY
CLEAVAGE
CRYSTAL STRUCTURE
DATA
DECOMPOSITION
ENERGY SOURCES
FLAME PHOTOMETRY
FORMALDEHYDE
FORMIC ACID
FOSSIL FUELS
FUELS
GAS CHROMATOGRAPHY
GEOCHEMISTRY
HEAT TREATMENTS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
HYDROLYSIS
HYDROXY COMPOUNDS
INFORMATION
INFRARED SPECTRA
KEROGEN
LYSIS
MAGNETIC RESONANCE
MASS SPECTROSCOPY
MATERIALS
MATURATION
MICROSTRUCTURE
MONOCARBOXYLIC ACIDS
NUCLEAR MAGNETIC RESONANCE
OIL SHALES
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC MATTER
ORGANIC NITROGEN COMPOUNDS
OXIDES
OXYGEN COMPOUNDS
PHOTOMETRY
PROCESSING
PYRIDINES
PYRIDINIUM COMPOUNDS
QUATERNARY COMPOUNDS
REDUCTION
REFINING
RESONANCE
SEPARATION PROCESSES
SOLVOLYSIS
SOURCE ROCKS
SPECTRA
SPECTROSCOPY
STRUCTURAL CHEMICAL ANALYSIS
SYNTHESIS