Theoretical Study on the Mechanism of Gaseous Phase Photochemical Chlorination of Pyridine──The Transition State and IRC Analysis of Abstracting Hydrogen Mechanism

Abstract

Abstract: The abstraction hydrogen mechanism of pyridine reacted with chlorine radical consists of two elementary reactions. Both elementary reactions were studied of leading to three chlorinated products, searching for the TS location, calculating and comparing the activation barriers. The result show that the activation barrier of leading to 2-chloropyridine was the lowest of the three paths, the activation barriers of the two consequent elementary reactions were 8.33 and 1.51 kJ/mol, respectively, so 2-chloropyridine was the prior product. And the bond order, the net charge and IRC along ortho-path were also analyzed.

Key words: Pyridine, Photochemical chlorination, Transition state, IRC, PM3

CLC Number:

O626

TrendMD:

WANG Wan-De, YANG En-Cui, HAO Jin-Ku, ZHAO Xiao-Jun, CAO Ying-Yu, HAN Xiao-Yan. Theoretical Study on the Mechanism of Gaseous Phase Photochemical Chlorination of Pyridine──The Transition State and IRC Analysis of Abstracting Hydrogen Mechanism[J]. Chem. J. Chinese Universities, 2002, 23(12): 2256.

[1]	LI Wen, QIAO Junyi, LIU Xinyao, LIU Yunling. Zirconium-based Metal-Organic Framework with Naphthalene for Fluorescent Detection of Nitroaromatic Explosives in Water [J]. Chem. J. Chinese Universities, 2022, 43(1): 20210654.
[2]	DU Shunfu, WANG Wenjing, EL⁃SAYED El⁃Sayed M., SU Kongzhao, YUAN Daqiang, HONG Maochun. A Chemiluminescent Zirconocene Coordination Tetrahedron [J]. Chem. J. Chinese Universities, 2022, 43(1): 20210628.
[3]	LI Zhanfeng, LIU Benxue, LIU Xiaochan, WANG Xinqiang, ZHANG Jing, YU Shimo, ZHAO Xinfu, ZHANG Xin’en, YI Xibin. Mechanism of the Removal of Acetylacetone Ligands in Zirconia Wet Gel and Fabrication of Zirconia Aerogel Composites [J]. Chem. J. Chinese Universities, 2021, 42(9): 2904.
[4]	LIN Chengce, PENG Boyu, LI Hanying. Recent Progress in Organic Single Crystal Integrated Circuits [J]. Chem. J. Chinese Universities, 2021, 42(6): 1672.
[5]	MENG Yan, WANG Xiufeng, ZHANG Li, LIU Minghua. Helical Structure and Circularly Polarized Luminescence of Naphthalene Derived Amphiphilic Molecules Through Air/water Interface Assembly [J]. Chem. J. Chinese Universities, 2021, 42(4): 1253.
[6]	CHANG Hui, YAO Shuangquan, HAN Wenjia, KANG Xiena, ZHANG Li, LI Xinping, ZHANG Zhao. Highly Solvatochromic Terpyridine Compounds for Identification of Butanol Isomers [J]. Chem. J. Chinese Universities, 2021, 42(3): 902.
[7]	YANG Xinjie, LAI Yanqiong, LI Qiuyang, ZHANG Yanli, WANG Hongbin, PANG Pengfei, YANG Wenrong. An Enzyme-free and Label-free Fluorescent Probe for Detection of Microcystin-LR Based on Circular DNA-Silver Nanoclusters [J]. Chem. J. Chinese Universities, 2021, 42(12): 3600.
[8]	LI Xiao,XING Lisha,ZHAO Wanjun,WANG Yongzhao,ZHAO Yongxiang. Preparation and Characterization of Pd-Cu/hydroxyapatite Catalyst and Its Catalytic Performance for Room-temperature CO Oxidation in Humid Circumstances^† [J]. Chem. J. Chinese Universities, 2020, 41(7): 1600.
[9]	ZHAO Ziyi,ZHENG Hongzhi,XU Yan. Multi-color Circularly Polarized Luminescence Properties of Cellulose Nanocrystal ^† [J]. Chem. J. Chinese Universities, 2020, 41(5): 1120.
[10]	YIN Shaoyun, ZHANG Luyin, WANG Zheng, PAN Mei. Glass-like Cuprous Iodide Complexes with Photoluminescence Tuning and Two-photon Emission Properties ^† [J]. Chem. J. Chinese Universities, 2020, 41(4): 646.
[11]	LIN Junjie, WANG Shuang, LI Weiqiang, CUI Xin, HUANG Chao. Efficient Synthesis of Pyridine ［2，3-d］pyrimidine Derivatives by Catalyst-free Tandem Cyclization Under Microwave Irradiation [J]. Chem. J. Chinese Universities, 2020, 41(12): 2749.
[12]	YU Qiongwei, ZHENG Feng, FANG Kaimin, FENG Yuqi. Preparation of Zirconia Deposited Silica Stationary Phase and Its Application to Hydrophilic-interaction Liquid Chromatography^† [J]. Chem. J. Chinese Universities, 2019, 40(9): 1857.
[13]	WANG Lin, ZHANG Yanhui, Arzugul Muslim, LAN Haidie. Morphology and Size Regulation of Polyaniline Induced by PS-b-P2VP as Template and Its Electrochemical Characters [J]. Chem. J. Chinese Universities, 2019, 40(8): 1748.
[14]	ZHANG Yuefa, SHAO Huafeng, WANG Riguo, HE Aihua. Structure and Properties of Sidewall Compounds for Aircraft Tyre Modified by TBIR [J]. Chem. J. Chinese Universities, 2019, 40(8): 1733.
[15]	ZOU Xiaochuan,WANG Yue,WANG Cun,HU Shiwen,SHI Kaiyun. Synthesis of Amine Functionalized ZPS-PVPA Supported Chiral Mn^Ⅲ(salen) and Asymmetric Catalytic Olefin Epoxidation^† [J]. Chem. J. Chinese Universities, 2019, 40(7): 1488.

Theoretical Study on the Mechanism of Gaseous Phase Photochemical Chlorination of Pyridine──The Transition State and IRC Analysis of Abstracting Hydrogen Mechanism

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments