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Studies On The Synthesis And Activity Of Plant Growth Regulator Of Iintermediate Et4,4,4-trifluoro-3-(3-indole)-2-drotonate

Posted on:2009-10-25Degree:MasterType:Thesis
Country:ChinaCandidate:Z ZhangFull Text:PDF
GTID:2143360245472528Subject:Pesticides
Abstract/Summary:PDF Full Text Request
The indole acids plant growth that have already know regulates indole-3-acetic acid(IAA), indole-3-propionic acid(IPA)and 3-indolebutyric acid(IBA) to used for the agriculture,forestry, the plant research and tissue culture to have already had the history of several decades in great quantities with the indole.But the research enunciation use these compounds alone of a kind of,its growing a function to the plant isn't very obvious.The weakness of this compound is bad to the light and the hot stability.Discover in the actual usage,using the indole acids compound alone sometimes will make the underground root of some plants grow greatly,but disadvantage in ground part of growth,boost production result not very obvious.According to above-mentioned reason originally the text put forward containing the fluorine indole acids plant growth to regulate 4,4,4-trifluoro-3-(indole-3-) butyric acid is sour among them body et4,4,4-trifluoro-3-(3-indole)-2-drotonate synthesize a design.By choosing four steps:(1) Reacting trifluoroacetic acid and ethyl alcohol anhybride in the presence of catalyst to obtain ethyl trifluoroacetate;(2) Reacting ethyl trifluoroacetate and ethyl acetate anhybride in the presence of catalyst to obtain ethyl trifluoroacetoacetate;(3) Reacting indole and ethyl trifluoroacetoacetate in the presence of catalyst to obtain 3-hydroxul-4,4,4-trifluoro-3-(3-indole) buturate;(4) Dehydrating 3-hydroxul-4,4,4-trifluoro-3-(3-indole) buturate with P2O5 in org.solvent such as benzene to obtain et4,4,4-trifluoro-3-(3-indole) -2-drotonate;Using three factors and three levels orthogonal design,gaineded the optimum experimental conditions of the ethyl trifluoroacetate:the mole proportion of trifluoroacetic acid and ethyl alcohol was 1:1.5,temperature was 80℃and stirring time was 12hr,the yield was 74%;The optimum experimental conditions of ethyl trifluoroacetoacetate:the mole proportion of ethyl trifluoroacetate and ethyl acetate was 1:1.2,temperature was 20℃and stirring time was 4hr,the yield was 37.0%; The optimum experimental conditions of 3-hydroxul-4,4,4-trifluoro-3-(3-indole) buturate:the mole proportion of indole and ethyl trifluoroacetoacetate was 1:1.0,temperature was 80℃and stirring time was 8hr,the yield was 76.8%;The optimum experimental conditions of et4,4,4-trifluoro-3-(3-indole)-2-drotonate:benzene was solvent,temperature was 80℃and stirring time was 4hr,the yield was 37.2%.The structures of all compounds were confirmed by melting point mensuration,IR and 1HNMR.Fit together with estimate as a result through the measurement better.Can predict the material synthesize as target outcome.
Keywords/Search Tags:plant growth regulator, et4,4,4-trifluoro-3-(3-indole)-2-drotonate, synthesis, activity
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