Health & Environmental Research Online (HERO)


Print Feedback Export to File
8362470 
Journal Article 
Bromination of 9-Phenanthrol 
Ota, E; Shintani, H 
1987 
1 
Nippon Kagaku Kaishi
ISSN: 0369-4577
EISSN: 2185-0925 
1987 
4 
762-764 
English 
9-Phenanthrol [1] had been known to give the 10-substituted compounds on the electro-philic substitutions. In this paper the second site of bromination of [I] was established as follows. Dibromo-9-phenanthrol, obtained by bromination of [1] in CS2, was converted to bromo-9-phenanthrol [4] by reduction with Zn/AcOH. [4] was converted to dibromo-phenanthrene [6] by Bucherer's reaction followed by a modified Sandmeyer's reaction as shown in Scheme (1). Compound [6] was identified as 3,.6-dibromophenanthrene by comparison with an authentic specimen obtained from 9-bromo-3-phenanthrol. Accordingly, the second bromination of [1] is revealed to occur at the 3-position. © 1987, The Chemical Society of Japan. All rights reserved.