Freeman P K, Haugen C M
Department of Chemistry, Oregon State University, Corvallis 97331, USA.
J Chem Technol Biotechnol. 1998 May;72(1):45-9. doi: 10.1002/(SICI)1097-4660(199805)72:1<45::AID-JCTB865>3.0.CO;2-L.
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%.
以自然阳光和人工阳光为辐照源,研究了1,2,4 - 三溴苯、1,2,3,5 - 四溴苯和五氯苯在乙腈露天溶液中的光化学脱卤反应。已确定1,2,4 - 三溴苯和1,2,3,5 - 四溴苯单脱卤反应的区域化学。五氯苯未发生反应。1,2,4 - 三溴苯生成三种产物,即1,4 - 二溴苯、1,3 - 二溴苯和1,2 - 二溴苯,其异构体百分比分别为52±1%、39±2%和9±1%。1,2,3,5 - 四溴苯生成1,3,5 - 三溴苯、1,2,4 - 三溴苯和1,2,3 - 三溴苯,相对产物百分比分别为60±2%、29±2%、11±1%。