Study on the Cross-Reaction Mechanism of Aqueous Benzene with Nitrous Acid in Dilute Solutions by Transient Absorption Spectrum Technique

Acta Chimica Sinica ›› 2004, Vol. 62 ›› Issue (12): 1115-1122. Previous Articles Next Articles

利用瞬态吸收光谱技术研究水体中苯与亚硝酸的交叉反应机理

朱承驻¹, 欧阳彬¹, 房豪杰¹, 董文博¹, 郑志坚², 赵庆祥³, 侯惠奇¹

1. 复旦大学环境科学研究所, 上海, 200433;
2. 复旦大学环境科学与工程系, 上海, 200433;
3. 华东理工大学资源与环境工程学院, 上海, 200237

投稿日期:2003-11-19 修回日期:2004-01-31 发布日期:2014-02-17
通讯作者: 侯惠奇,E-mail:fdesi@fudan.edu.cn E-mail:fdesi@fudan.edu.cn
基金资助:
上海市科技发展基金(No.022312116)资助项目.

Study on the Cross-Reaction Mechanism of Aqueous Benzene with Nitrous Acid in Dilute Solutions by Transient Absorption Spectrum Technique

ZHU Cheng-Zhu¹, OUYANG Bin¹, FANG Hao-Jie¹, DONG Wen-Bo¹, ZHENG Zhi-Jian², ZHAO Qing-Xiang³, HOU Hui-Qi¹

1. Institute of Environmental Science, Shanghai 200237;
2. Department of Environmental Science and Engineering, Fudan University, Shanghai 200433;
3. Resources and Environmental Engineering Institute, East China University of Science and Technology, Shanghai 200237

Received:2003-11-19 Revised:2004-01-31 Published:2014-02-17

Abstract

The cross-reaction microscopic mechanism of aqueous benzene with nitrous acid in the presence of O₂ or absence of O₂ in dilute solutions was studied by laser flash photolysis. The main characteristic peaks in these transient absorption spectra were attributed and the build-up/decay trends of several transient species were investigated. ·OH radical and nitrosonium cation (NO⁺) can be produced in aqueous solution of nitrous acid exposed to 355 nm laser beam. NO⁺ reacts with benzene to produce C₆H₆-NO^+π complex. The rate constant of the reaction between ·OH radical and benzene was measured to be 8.9×10⁹ L·mol^-1·s^-1. The transient product C₆H₆-OH adduct reacts with O₂ to form C₆H₆-OHO₂ with the rate constant of 3.3×10⁸ L·mol^-1·s^-1. The final photolysis products were analyzed by using GC/MS method and the possible reaction pathways were also discussed.

Key words: laser flash photolysis, benzene, nitrous acid, transient absorption spectrum, free radical

Cite this article

ZHU Cheng-Zhu, OUYANG Bin, FANG Hao-Jie, DONG Wen-Bo, ZHENG Zhi-Jian, ZHAO Qing-Xiang, HOU Hui-Qi. Study on the Cross-Reaction Mechanism of Aqueous Benzene with Nitrous Acid in Dilute Solutions by Transient Absorption Spectrum Technique[J]. Acta Chimica Sinica, 2004, 62(12): 1115-1122.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

share this article

References

[1] Wang, S.-W.; Luo, Z.-T.; Qian, L. The Treatment Technology and Engineering Application of High Concentration Organic Wastewater, China Metallurgy Industry Press, Beijing, 2003, p. 1 (in Chinese).(王绍文, 罗志腾, 钱雷, 高浓度有机废水处理技术与工程应用, 中国冶金工业出版社, 北京, 2003, p. 1.)
[2] Luo, Z.-J.; Jin, M.-G. Hydrogeology and Engineering Geology, 2002, 29(4), 65 (in Chinese).(罗泽娇, 靳孟贵, 水文地质工程地质, 2002, 29(4), 65.)
[3] Gu, M.-M.; Jia, Y.-Y.; Yao, Z.-P. Organic Chemistry Experiment, Fudan University Press, Shanghai, 1991, p. 382 (in Chinese).(谷珉珉, 贾韵仪, 姚子鹏编著, 有机化学实验, 复旦大学出版社, 上海, 1991, p. 382.)
[4] Michael, B. D.; Hart, E. J. J. Phys. Chem. 1970, 98(15), 2878.
[5] Treinin, A.; Hayon, E. A. J. Am. Chem. Soc. 1970, 92(20), 821.
[6] Cox, R. A. J. Photochemistry. 1974, 3, 175.
[7] Gordon, S.; Schmidt, K. H.; Hart, E. J. J. Phys. Chem. 1977, 81(2), 104.
[8] Marketons, D. G. Radiolysis J. Phys. Chem. 1974, 78(20), 1987.
[9] Mantake, A.; Marketons, D. G.; Stein, G. J. Phys. Chem. 1971, 75(25), 3886.
[10] Ashton, L.; Buxton, G. V.; Stuart, C. R. J. Chem. Soc., Faraday Trans. 1995, 91, 1631.
[11] Kochany, J.; Bolton, J. R. Environ. Sci. Technol. 1992, 26, 262.
[12] Bansal, K. M.; Patterson, L. K.; Fendler, E. J.; Fendler, J. H. Int. J. Radiat. Phys. Chem. 1971, 3, 321.
[13] Ashton, L.; Buxton, G. V.; Stuart, C. R. J. Chem. Soc., Faraday Trans. 1995, 91, 1631.
[14] Matheson, M. S.; Mamou, A.; Silverman, J.; Rabani, J. J. Phys. Chem. 1973, 77, 2420.
[15] Buxton, G. V.; Greenstock, C. L.; Helman, W. P.; Ross, A. B. J. Phys. Chem. 1988, 17, 513 and 参考文献 therein.
[16] Nguyen, M.-T.; Anthony, F. J. Chem. Soc., Perkin Trans. 2, 1984, 2037.
[17] Saha, A.; Goldstein, S.; Cabelli, D.; Czapski, G. Free Rad. Biol. Med. 1998, 24(4), 653.
[18] Bayliss, N. S.; Dingle, R.; Watts, W. D.; Wilkie, R. J. Aus. J. Chem. 1963, 16, 933.
[19] Akhter, S.; James, R. G.; Root, P.; Thatcher, G. J.; Mutus, B. Nitric Oxide 2003, 8, 214.
[20] Reents, W. D.; Freiser, B. S. J. Am. Chem. Soc. 1980, 102(1), 271.
[21] Roder, M.; Wojnarovits, L.; Foldiak, G. Radiat. Phys. Chem. 1990, 36(2), 175.
[22] Pan, X.-M.; von Sonntog, C. Z. Naturforsch. B: Chem. Sci. 1990, 45(9), 1337.
[23] Fischer, M.; Warneck, P. J. Phys. Chem. 1996, 100(48), 18749.
[24] Adachi, A.; Okano, T. Chemosphere 2003, 51, 441.
[25] Brown, R. D. J. Am. Chem. Soc. 1959, 81, 2224.
[26] Wang, X.-L. Organic Chemistry, Higher Education Press, Beijing, 2000, pp. 60～61; 112～115.(汪小兰编, 有机化学, 高等教育出版社, 北京, 2000, pp. 60～61; 112～115.)

利用瞬态吸收光谱技术研究水体中苯与亚硝酸的交叉反应机理

Study on the Cross-Reaction Mechanism of Aqueous Benzene with Nitrous Acid in Dilute Solutions by Transient Absorption Spectrum Technique

PDF

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments

[1]	Shan Li, Junxin Lu, Jie Liu, Lvqi Jiang, Wenbin Yi. Electrochemical Synthesis of α-Fluoroalkylated Ketones using Sodium Fluoroalkylsulfinate [J]. Acta Chimica Sinica, 2024, 82(2): 110-114.
[2]	Jianqiang Chen, Gangguo Zhu, Jie Wu. Recent Advances in Radical-Based Dehydroxylation of Hydroxyl Groups via Oxalates [J]. Acta Chimica Sinica, 2023, 81(11): 1609-1623.
[3]	Hongdan Zhang, Xinyu Lan, Peng Cheng. Advances in Hydroxyl Free Radical Assisted Synthesis of Zeolite [J]. Acta Chimica Sinica, 2023, 81(1): 100-110.
[4]	Luocong Wang, Zhewei Li, Caiwei Yue, Peihuan Zhang, Ming Lei, Min Pu. Theoretical Study on the Isomerization Mechanism of Azobenzene Derivatives under Electric Field [J]. Acta Chimica Sinica, 2022, 80(6): 781-787.
[5]	Bo Wu, Chong Wang, Baolin Li, Chunru Wang. Light-driven Molecular Magnetic Switch for a Metallofullerene^※ [J]. Acta Chimica Sinica, 2022, 80(2): 101-104.
[6]	Yeming Wang, Hongwei Wang, Zhaohong Liu. Research Progress on EWG-Substituted N-Arylsulfonylhydrazones as the Diazo Compound Precursor [J]. Acta Chimica Sinica, 2021, 79(9): 1085-1096.
[7]	Ni Liao, Xia Zhong, Wen-Bin Liang, Ruo Yuan, Ying Zhuo. Metal-organic Frameworks (MOF)-based Novel Electrochemiluminescence Biosensing Platform for Quantification of H₂O₂ Releasing from Tumor Cells [J]. Acta Chimica Sinica, 2021, 79(10): 1257-1264.
[8]	Liu Xiaojun, Qin Lang, Zhan Yuanyuan, Chen Meng, Yu Yanlei. Phototuning of Structural Colors in Cholesteric Liquid Crystals [J]. Acta Chimica Sinica, 2020, 78(6): 478-489.
[9]	Wang Zhiqiang, Bai Meidan, Zhang Ming, Zhang Zhiqiang, Feng Xun, Zheng Caijun. Synthesis and Properties of Two Novel Thermally Activated Delayed Fluorescence Materials with 1,3,5-Tribenzoylbenzene as Electron-Acceptor [J]. Acta Chimica Sinica, 2020, 78(2): 140-146.
[10]	Zhao, Yong, Li, Shihong, Zhang, Miaomiao, Liu, Feng. Synthesis of β,γ-Unsaturated Esters and γ-Ketone Esters with Amino Acid Ester-Derived Katritzky Salts [J]. Acta Chimica Sinica, 2019, 77(9): 916-921.
[11]	Ye, Shengqing, Wu, Jie. 4-Substituted Hantzsch Esters as Alkylation Reagents in Organic Synthesis [J]. Acta Chimica Sinica, 2019, 77(9): 814-831.
[12]	Xiao, Yingxia, Liu, Zhong-Quan. Radical-Promoted Cross Dehydrogenative Coupling of Ketones and Esters with Electron-Rich Heteroarenes [J]. Acta Chimica Sinica, 2019, 77(9): 874-878.
[13]	Jiao Yang, Zhang Xi. Supramolecular Free Radicals: Fabrication, Modulation and Functions [J]. Acta Chim. Sinica, 2018, 76(9): 659-665.
[14]	Gu Zhengyang, Ji Shunjun. Recent Advances in Cobalt Catalyzed Isocyanide Coupling Reactions [J]. Acta Chim. Sinica, 2018, 76(5): 347-356.
[15]	He Yuanyuan, Cheng Na, Zhao Jianwei. Electron Transport Pathways Through One-Dimensional Conjugated Carbon Chain Doped by Thiophene Ring [J]. Acta Chim. Sinica, 2017, 75(9): 893-902.