Thermal reactions of 1-methylindole
This U.S. Bureau of Mines report describes a continuation of a study of the thermal reactions of nitrogen compounds similar to those found in shale oil. The pyrroles previously studied have boiling points in the naphtha range (up to 200$C). Approximately 35 mole-% of the compounds in shale oil boiling between 100$ and 595$C consist of nitrogen compounds, and about 7 mole-% of these nitrogen compound are indoles and quinolines. The present study was started to obtain more information about possible reactions that may occur in oil-shale retorting involving higher boiling pyrrolic types of compounds. 1-Methylindole was chosen for the study, because it is the only 1-substituted indole that is a liquid (bp 242$C). The thermal reactions of 1-methylindole were studied in the temperature range of 525$ to 627$C in a flow reactor. The major products consisted of 2-methylindole, 3-methylindole, indole, quinoline, hydrogen, and methane. 2-Methylindole is formed from 1-methylindole by an irreversible isomerization indole, the equilibrium favoring the 3-methyl isomer. Indole is formed directly from 1-methylindole. Quinoline is formed from 1-methylindole, 2-methylindole, and 3-methylindole. (10 refs.)
- OSTI ID:
- 5738131
- Journal Information:
- Rep. Invest. - U.S., Bur. Mines; (United States), Journal Name: Rep. Invest. - U.S., Bur. Mines; (United States) Vol. 7529; ISSN XBMIA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
040500 -- Oil Shales & Tar Sands-- Properties & Composition
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400301* -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
ALKANES
ALKYL RADICALS
AZINES
AZOLES
BITUMINOUS MATERIALS
BOILING POINTS
CARBONACEOUS MATERIALS
CHEMICAL REACTIONS
ELEMENTS
ENERGY SOURCES
FOSSIL FUELS
FUELS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
HYDROGEN
INDOLES
MATERIALS
METHANE
METHYL RADICALS
MINERAL OILS
NITROGEN COMPOUNDS
NONMETALS
OIL SHALES
OILS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
OTHER ORGANIC COMPOUNDS
PHYSICAL PROPERTIES
PYRIDINES
PYRROLES
QUINOLINES
RADICALS
RESERVOIR ROCK
ROCKS
SEDIMENTARY ROCKS
SHALE OIL
THERMODYNAMIC PROPERTIES
TRANSITION TEMPERATURE