Citation:
FU De-Cai, ZHANG Jing, LI Zhi-Wei, HA Jing. Kinetics on Nucleophilic Substitution Reaction of Pyridine with 7-Phenylacetamido-3-chloridecephem-4-carboxylic Acid p-Methoxybenzyl Ester Iodide[J]. Chinese Journal of Applied Chemistry,
;2009, 26(8): 890-893.
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7-Phenylacetamido-3-pyridiniummethylcephem-4-carboxylic acid p-methoxybenzyl ester was prepared by the reaction of pyridine with 7-phenylacetamido-3-chloridecephem-4-carboxylic acid p-metho-xybenzyl ester iodide.The reaction process was inspected by HPLC in dichloromethane,acetone,tetrahydrofuran,the mixture of ethyl acetate and DMF.It was determined that the nucleophilic substitution reaction was a 2nd order reaction.In a given solvent the rate of the reaction perfectly obeyed Arrhenius's equation within the experimental temperature of 25 ℃ and 35 ℃.The activation energy and the preexponential factor were obtained,and the solvent effects were discussed.The activity order of the nucleophilicity in different solvents is as follows:acetone> tetrahydrofuran> the mixture of ethyl acetate and DMF> dichloromethane.
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