Flash vacuum pyrolysis (FVP) on zeolites: Pyrolysis of 5-β (hydroxyethyl)-5H-dibenzo[a,d]cycloheptene

• Published in: Journal of analytical and applied pyrolysis Vol. 42; no. 2; pp. 177 - 188
• Main Authors: Banciu, Mircea D., Cira, Ovidiu, Petride, Aurica, Banciu, Anca, Draghici, Constantin
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 1997
• Subjects: Acidic zeolites; Benzo [ c]fluorene; Benzo[ a]fluorene; Dibenzo(C 9H 10)hydrocarbons; Flash vacuum pyrolysis; Dibenzo(C 9H 10)hydrocarbons; Benzo [ c]fluorene; Acidic zeolites; Benzo[ a]fluorene; Flash vacuum pyrolysis
• ISSN: 0165-2370; 1873-250X
• DOI: 10.1016/S0165-2370(97)00037-5

FVP of the title alcohol ( 9) at 0.65 mbar in argon atmosphere at 350 °C in the presence of seven different acidic zeolites afforded 7H-benzo[ c]fluorene ( 13) and 6,11b-dihydro-7H-ben-zo [ c]fluorene ( 12) as main reaction products. The suggested carbocationic reaction mechanism is supported by: 1. (a) the occurrence of two isomeric dibenzo(C 9H 10)hydrocarbons, namely 1,1a,6,10b-tetrahydro-1,6-methanodibenzo[ a, e]cyclopropa[ c]cycloheptene ( 6) and 9,10-dihydro-9,10-propenoanthracene ( 5), in the pyrolyses of 9 and 2. (b) by the results of FVP of authentic samples of 6 (conducting mainly to hydrocarbons 12 and 13), respectively 5 (affording to greatest extent the minor products observed in pyrolyses of 9).