Bromination of naphthalene and derivatives: High temperature bromination XI

Dastan A., Tahir M., Ulku D., Balci M.

TETRAHEDRON, vol.55, no.44, pp.12853-12864, 1999 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 55 Issue: 44
  • Publication Date: 1999
  • Doi Number: 10.1016/s0040-4020(99)00758-9
  • Journal Name: TETRAHEDRON
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.12853-12864
  • Keywords: naphthalene, bromination
  • Middle East Technical University Affiliated: Yes


Thermal and photobromination of naphthalene and derivatives have been studied. Several hexabromo- (12, 13, 16 and 17), and tetrabromotetralin derivatives (23, 24, and 25) have been obtained as the major products, besides bromonaphthalene derivatives. Base-promoted elimination reactions of 12, 13, 16 and 17 provided di- (8) tri- (10) and tetrabromo-naphthalenes (22). A convenient method was developed for the synthesis of 1,3-dibromonaphthalene (26) starting from (24). The structures of these products were determined by H-1-,C-13- NMR data and X-ray structural analysis. (C) 1999 Elsevier Science Ltd. All rights reserved.