Spectrophotometric study of photosensitized dechlorination of isomeric mono- and dichloronitrobenzenes

被引:8
作者
Dwivedi, AH [1 ]
Pande, U [1 ]
机构
[1] Gujarat Univ, Sch Sci, Dept Chem, Ahmedabad 380009, Gujarat, India
关键词
chloronitrobenzenes; 2-naphthol; photosensitized dechlorination; spectrophotometric; rate of reaction;
D O I
10.1016/S1010-6030(02)00324-6
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The photosensitized dechlorination of isomeric mono- and dichloronitrobenzenes has been studied in the presence of naphthoxide ion in alkaline medium. The 100 W tungsten lamp was used for irradiation. The effects of pH, concentration of sensitizer, substrate, intensity of light, and temperature on the rate of the dechlorination have been studied. The quantum efficiency of the dechlorination has been evaluated using potassium ferrioxalate actinometer. The removal of chlorine from the substrate was tested with silver nitrate and the formation of nitrobenzene has been confirmed by lambda(max) in UV spectrum. The mechanism of the photodechlorination has been suggested and the rate of the dechlorination follows the order p- > m- > o-chloronitrobenzene. (C) 2003 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:303 / 309
页数:7
相关论文
共 13 条
[1]  
Ameta SC, 1999, J INDIAN CHEM SOC, V76, P281
[2]   PHOTOSTIMULATED REACTIONS OF O-DIHALOBENZENES WITH NUCLEOPHILES DERIVED FROM THE 2-NAPHTHYL SYSTEM - COMPETITION BETWEEN ELECTRON-TRANSFER, FRAGMENTATION, AND RING-CLOSURE REACTIONS [J].
BAUMGARTNER, MT ;
PIERINI, AB ;
ROSSI, RA .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (09) :2593-2598
[3]   INTRAMOLECULAR ELECTRON-TRANSFER AND DEHALOGENATION OF ANION RADICALS .2. HALONITROAROMATIC COMPOUNDS [J].
BEHAR, D ;
NETA, P .
JOURNAL OF PHYSICAL CHEMISTRY, 1981, 85 (06) :690-693
[4]   PHOTOELECTROCHEMICAL DEHALOGENATION OF P-HALO-NITROBENZENES [J].
COMPTON, RG ;
DRYFE, RAW ;
FISHER, AC .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1993, 361 (1-2) :275-278
[5]   PHOTOELECTROCHEMICAL REDUCTION OF P-HALONITROBENZENES [J].
COMPTON, RG ;
DRYFE, RAW ;
FISHER, AC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1994, (07) :1581-1587
[6]   UV- and UV/Fe(III)-enhanced ozonation of nitrobenzene in aqueous solution [J].
Contreras, S ;
Rodríguez, M ;
Chamarro, E ;
Esplugas, S .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2001, 142 (01) :79-83
[7]   THE PHOTOCHEMISTRY OF POLYHALOARENES .10. THE PHOTOCHEMISTRY OF 4-BROMOBIPHENYL [J].
FREEMAN, PK ;
JANG, JS ;
RAMNATH, N .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (21) :6072-6079
[8]   ENVIRONMENTAL APPLICATIONS OF SEMICONDUCTOR PHOTOCATALYSIS [J].
HOFFMANN, MR ;
MARTIN, ST ;
CHOI, WY ;
BAHNEMANN, DW .
CHEMICAL REVIEWS, 1995, 95 (01) :69-96
[9]  
Kole RK, 1999, J INDIAN CHEM SOC, V76, P595
[10]  
Mukherjee K K, 1997, FUNDAMENTALS PHOTOCH, P107