Polybromination of naphthalene using bromine over a montmorillonite clay and regioselective synthesis of 2,6-dibromonaphthalene    
Yazarlar (5)
Keith Smith
Alaa K. H. Al-Khalaf
Doç. Dr. Kıymet BERKİL AKAR Tokat Gaziosmanpaşa Üniversitesi, Türkiye
Benson M. Kariuki
Gamal A. El-Hiti
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale
Dergi Adı Arkivoc
Dergi ISSN 1551-7004 Wos Dergi Scopus Dergi
Dergi Tarandığı Indeksler SCI-Expanded
Dergi Grubu Q4
Makale Dili İngilizce
Basım Tarihi 01-2022
Sayfalar 46 / 59
DOI Numarası 10.24820/ark.5550190.p011.717
Makale Linki https://www.arkat-usa.org/get-file/75888/
Özet
Reaction of naphthalene and bromine (three mole equivalents) at room temperature gave 1,4,6- tribromonaphthalene (66%) along with 1,4-dibromonaphthalene (8%) and 1,5-dibromonaphthalene (10%). Crystallization of the crude product gave pure 1,4,6-tribromonaphthalene in 50% yield. Bromination of naphthalene using four mole equivalents of bromine over KSF clay gave 1,2,4,6-tetrabromonaphthalene (92%) along with 1,3,5,7-tetrabromonaphthalene (5%). Crystallization of the crude products gave 1,2,4,6- tetrabromonaphthalene, a previously unreported compound, and 1,3,5,7-tetrabromonaphthalene in 70% and 4% isolated yields, respectively. Proto-debromination of the crude tetrabromination product, using two mole equivalents of n-butyllithium at a low temperature for a short reaction time, gave 2,6-dibromonaphthalene regioselectively in 82% yield after crystallization.
Anahtar Kelimeler
naphthalene | polybromination | regioselective catalysis | structured solids | 2 | 6-dibromonaphthalene | 1 | 2 | 4 | 6-tetrabromonaphthalene