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Differential photohydrodehalogenation reactivity of bromobenzenes (1,2,4‐tribromobenzene, 1,2,3,5‐tetrabromobenzene) and pentachlorobenzene: Sunlight‐based remediation
Author(s) -
Freeman Peter K.,
Haugen Christian M.
Publication year - 1998
Publication title -
journal of chemical technology and biotechnology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.64
H-Index - 117
eISSN - 1097-4660
pISSN - 0268-2575
DOI - 10.1002/(sici)1097-4660(199805)72:1<45::aid-jctb865>3.0.co;2-l
Subject(s) - halogenation , acetonitrile , chemistry , sunlight , regioselectivity , reactivity (psychology) , medicinal chemistry , organic chemistry , catalysis , medicine , physics , alternative medicine , pathology , astronomy
The photochemical dehalogenation of 1,2,4‐tribromobenzene, 1,2,3,5‐tetrabromobenzene and pentachlorobenzene in open‐air solutions of acetonitrile using natural and artificial sunlight as the irradiation source has been investigated. The regiochemistry of mono‐dehalogenation has been determined for 1,2,4‐tribromobenzene and 1,2,3,5‐tetrabromobenzene. Pentachlorobenzene did not react. 1,2,4‐Tribromobenzene yielded three products, 1,4‐dibromobenzene, 1,3‐dibromobenzene and 1,2‐dibromobenzene with isomer percentages of 52±1%, 39±2% and 9±1%, respectively. 1,2,3,5‐Tetrabromobenzene yielded 1,3,5‐tribromobenzene, 1,2,4‐tribromobenzene and 1,2,3‐tribromobenzene with relative product percentages of 60±2%, 29±2%, 11±1%. © 1998 SCI