Flow-vacuum pyrolysis of polycyclic compounds. 14 - Pyrolysis of 10,11-dihydro-12H-dibenzo[a,d]cycloocten-5-one

Authors
Banciu, MD Costea, C Mihaiescu, D
Citation
Md. Banciu et al., Flow-vacuum pyrolysis of polycyclic compounds. 14 - Pyrolysis of 10,11-dihydro-12H-dibenzo[a,d]cycloocten-5-one, REV RO CHIM, 44(9), 1999, pp. 867-873
Citations number
14
Categorie Soggetti
Chemistry
Journal title
REVUE ROUMAINE DE CHIMIE
ISSN journal
00353930 → ACNP
Volume
44
Issue
9
Year of publication
1999
Pages
867 - 873
Database
ISI
SICI code
0035-3930(199909)44:9<867:FPOPC1>2.0.ZU;2-0
Abstract
Flow-vacuum pyrolysis of the title ketone 10 at 1 mmHg and 800-1000 degrees C was investigated using GC/MS. The intermediate occurrence of two dibenzo cycloheptane hydrocarbons 15 and 16 followed by their conversion into more stable aromatic hydrocarbons namely anthracene (9), 9-methylanthracene (19) , phenanthrene (3), 9-methylphenanthrene (18) and fluorene (14) was undoubt edly proved. The proposed reaction mechanism including two parallel reactio n routes (fission of saturated framework and decarbonylation) is compared w ith pyrolysis mechanisms of related dibenzocyctoalkane-ketones and -hydroca rbons.