|
KMID : 0368019910140010125
|
|
Journal of Soonchunhyang University
1991 Volume.14 No. 1 p.125 ~ p.140
|
|
|
Kinetics of the Addition of thiophenol to Ethyl benzylidenecyanoacetate derivatives
|
|
|
|
|
Abstract
|
|
|
Reaction of benzaldehyde derivatives with ethylacetate afforded ethylbenzylidenecyanoacetate. Especially, the crystal structure of ethyl p-methoxybenzylidenecyanoacetate were demonstrated by X-ray diffrection method. The crystal structure is only exist in E-form.
The kinetic studies on the mechanism of nucleophilic addition of thiophenol to ethyl benzylidenecyanoacetate have been investigated by UV-spectrophotomery and the rate equation which can be applied over wide pH range was obtained. From the rate equation, effect of general base and substituent, the fellowing reaction proposed.
Below pH 3.0, thiophenol added to the double bond, while above pH9.0 thiophenoxide ion added to the double bond. In the range of pH from 3.0 to 9.0, these reaction occurred competitively.
|
|
|
KEYWORD
|
|
|
|
|
|
FullTexts / Linksout information
|
|
|
|
|
|
Listed journal information
|
|
|
|