Gas and liquid phase pyrolysis of tetralin: A reconciliation of apparently contradictory data
The pyrolysis of tetralin under static reactor conditions at 450{degrees}C at 1--3 torr leads to hydrogen loss products (75%), C2 loss products (12%), and neophyl radical rearrangement products (12%). Tetramethylbutane initiated the reaction and the product distribution was unchanged. The rate of reaction is near first order in tetralin accelerated to. The rate is approximately 1/2 order in tetramethybutane. A mechanistic scheme is proposed which involves relatively fast hydrogen atom loss from the 1- or 2-tetralyl radical followed by slow hydrogen atom abstraction or hydrogen atom addition to tetralin, and formation of ring contracted product by reversible neophyl rearrangement of the 2-tetralyl radical followed by rate determining (in that pathway) hydrogen abstraction from tetralin. In the absence of external initiator, initiation by tetralin and termination by hydrogen atom recombination dependent on total pressure, rationalizes the first order behavior. Liquid phase pyrolysis of tatralln at much higher concentrations (ca 20000x) occurs with a rate only three times faster and 1-methylindan is the major product.
- Research Organization:
- Indiana Univ., Bloomington, IN (United States). Dept. of Chemistry
- Sponsoring Organization:
- USDOE; USDOE, Washington, DC (United States)
- DOE Contract Number:
- FG02-86ER13616
- OSTI ID:
- 7172244
- Report Number(s):
- DOE/ER/13616-6; ON: DE92040308
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
09 BIOMASS FUELS
37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
TETRALIN
PYROLYSIS
ALKYLATED AROMATICS
CHEMICAL REACTION KINETICS
DEHYDROGENATION
REACTION INTERMEDIATES
STYRENE
AROMATICS
CHEMICAL REACTIONS
DECOMPOSITION
HYDROAROMATICS
HYDROCARBONS
KINETICS
ORGANIC COMPOUNDS
REACTION KINETICS
THERMOCHEMICAL PROCESSES
010405* - Coal
Lignite
& Peat- Hydrogenation & Liquefaction
090900 - Biomass Fuels- Processing- (1990-)
400201 - Chemical & Physicochemical Properties