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An Efficient Synthesis of Dibenzo[a,l]tetracene and Dibenzo[a,j]tetracene and Their Identification in a Coal Tar Extract.
- Source :
- Polycyclic Aromatic Compounds; 2020, Vol. 40 Issue 1, p88-98, 11p
- Publication Year :
- 2020
-
Abstract
- An efficient synthesis of potentially carcinogenic dibenzo[a,l]tetracene 1 and dibenzo[a,j]tetracene 2 has been developed and the synthetic standards were used to establish their environmental presence. The synthesis involves Diels–Alder reaction of in situ generated ortho-quinodimethane with phenanthrene-1,4-dione, followed by reductive aromatization as key steps. This synthetic strategy resulted in good overall yield and the mixture of 1 and 2 is easily separable by reversed-phase liquid chromatography (RP-LC). Compounds 1 and 2 were identified in a complex mixture of polycyclic aromatic hydrocarbons from coal tar (Standard Reference Material 1597a) and thus could be potential environmental hazards. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 10406638
- Volume :
- 40
- Issue :
- 1
- Database :
- Complementary Index
- Journal :
- Polycyclic Aromatic Compounds
- Publication Type :
- Academic Journal
- Accession number :
- 141627570
- Full Text :
- https://doi.org/10.1080/10406638.2017.1362013