Low-temperature hydrogenation of polycyclic aromatic hydrocarbons (PAH's) by tetralin in a molten salt catalyst

Conference · Thu Jan 01 04:00:00 EST 1981

OSTI ID:6197084

Buchanan, III, A C; Dworkin, A S; Brown, L L; Smith, G P

The reaction behavior of phenanthrene, pyrene, anthracene, and naphthacene (tetracene) with tetralin were studied at 80/sup 0/C in aprotic SbCl/sub 3/ by in situ /sup 1/H NMR, and by determining the reaction stoichiometry via product analysis following quench and separation procedures. Anthracene and naphthacene were hydrogenated by tetralin in SbCl/sub 3/, but phenanthrene and pyrene were unreactive. A previous ESR study by the authors showed that phenanthrene and pyrene are not oxidized by SbCl/sub 3/ to radical cations, but the more easily oxidized anthracene and naphthacene do form radical cations is SbCl/sub 3/. These results suggest that the unusual low temperature hydrogenation reactions reported here proceed via reaction of the polycyclic aromatic hydrocarbon radical cation with tetralin.

• Research Organization: Oak Ridge National Lab., TN (USA)
• DOE Contract Number: W-7405-ENG-26
• OSTI ID: 6197084
• Report Number(s): CONF-810813-12; ON: DE81028061
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400301* -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
ANTHRACENE
ANTIMONY CHLORIDES
ANTIMONY COMPOUNDS
AROMATICS
CATALYTIC EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHLORIDES
CHLORINE COMPOUNDS
CONDENSED AROMATICS
DEUTERIUM COMPOUNDS
HALIDES
HALOGEN COMPOUNDS
HYDROCARBONS
HYDROGEN COMPOUNDS
HYDROGENATION
KINETICS
MAGNETIC RESONANCE
MEDIUM TEMPERATURE
MOLTEN SALTS
NUCLEAR MAGNETIC RESONANCE
ORGANIC COMPOUNDS
PYRENE
REACTION INTERMEDIATES
REACTION KINETICS
RESONANCE
SALTS
SOLVENT PROPERTIES
SPECTROSCOPY
TETRACENE
TETRALIN