title: Investigation on the Gas-phase decomposition of trichlorfon by GC-MS and theoretical calculation.
abstract: The gas phase pyrolysis of trichlorfon was investigated by the on-line gas chromatography - mass spectrometry (GC-MS) pyrolysis and theoretical calculations. Two reaction channels were proposed in the pyrolytic reaction, by analyzing the detected pyrolytic products in the total ion chromatography, including 2,2,2-trichloroacetaldehyde, dimethyl phosphite, and dichlorvos. Theoretical calculations showed that there is an intramolecular hydrogen bond between the hydroxyl group and the phosphate O atom in trichlorfon, through which the hydroxyl H atom can be easily transferred to phosphate O atom to trigger two pyrolytic channels. In path-a, migration of H atom results in direct decomposition of trichlorfon to give 2,2,2-trichloroacetaldehyde and dimethyl phosphite in one step. In path-b, migration of H atom in trichlorfon is combined with formation of the O-P bond to give an intermediate, followed by HCl elimination to afford dichlorvos. Path-a is kinetically more favorable than path-b, which is consistent with the GC-MS results.
authors: Key Laboratory of Organosilicon Chemistry and Material Technology, Hangzhou Normal University, Hangzhou, Zhejiang, China.
authors: Kezhi
authors: K
authors: Jiang
authors: Key Laboratory of Organosilicon Chemistry and Material Technology, Hangzhou Normal University, Hangzhou, Zhejiang, China.
authors: Ningwen
authors: N
authors: Zhang
authors: MOA Key Lab for Pesticide Residue Detection, Institute of Quality and Standard for Agro-products, Zhejiang Academy of Agricultural Sciences, Hangzhou, Zhejiang, China.
authors: Hu
authors: H
authors: Zhang
authors: MOA Key Lab for Pesticide Residue Detection, Institute of Quality and Standard for Agro-products, Zhejiang Academy of Agricultural Sciences, Hangzhou, Zhejiang, China.
authors: Jianmei
authors: J
authors: Wang
authors: MOA Key Lab for Pesticide Residue Detection, Institute of Quality and Standard for Agro-products, Zhejiang Academy of Agricultural Sciences, Hangzhou, Zhejiang, China.
authors: Mingrong
authors: M
authors: Qian
mesh_terms: D008401:Gas Chromatography-Mass Spectrometry; D008958:Models, Molecular; D008968:Molecular Conformation; D010573:Pesticide Residues / Q000737:chemistry*; D011789:Quantum Theory; D014236:Trichlorfon / Q000737:chemistry*
chemical_list: D010573:Pesticide Residues; D014236:Trichlorfon