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Citation: GUO Li-Ping, DU Xiao-Di, LEI Jia-Heng, ZHAO Jia-Xi. Effect of Acidity on Synthesis of Phenylbiguanide and its Mechanism[J]. Chinese Journal of Applied Chemistry, ;2008, 25(9): 1082-1085. shu

Effect of Acidity on Synthesis of Phenylbiguanide and its Mechanism

1.
School of Science, Department of Applied Chemstry, Wuhan University of Technology, Wuhan 430070

Corresponding author: LEI Jia-Heng,
Received Date: 22 August 2007
Available Online: 20 November 2007

The effect of acidity on the synthesis of phenylbiguanide from the additive reaction of aniline with dicyandiamide was studied.Under low acidity conditions,the reaction rate was increased with the increase in acidity,and reaches the maximum value at pH=2.5.When the acidity was increased,the reaction rate was gradually decreased.The acid-base equilibration of aniline and dicyandiamide was calculated,it shows that when pH>2.5,the increasing of the concentration of protonated dicyandiamide made the dominant effect and increased the reaction rate.When pH<2.5,the aniline molecule integrated with H⁺,and the decreasing of nucleophile gave a dominant effect,which decreased the reaction rate.It also shows that dicyandiamide may hydrolyze when pH<3.5,and it is proved by IR,¹³C NMR and elemental analysis that the by product is guanylurea.
- phenylbiguanide,
- aniline,
- dicyandiamide,
- guanylurea,
- HPLC
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