Michel Julliard, Alain Luciani, Jean-Louis Chevalier, Georges Cecchi, Eugène Ucciani
{"title":"Photosensitized conjugation of methyl 9,12-octadecadienoate","authors":"Michel Julliard, Alain Luciani, Jean-Louis Chevalier, Georges Cecchi, Eugène Ucciani","doi":"10.1016/0047-2670(87)87029-6","DOIUrl":null,"url":null,"abstract":"<div><p>The conjugation of methyl 9,12-octadecadienoate (DH) is a reaction of industrial interest. It has been photochemically performed with iodine as photosensitizer (λ=520nm). The reaction is a radical chain process which is inhibited by galvinoxyl, the overall quantum yield decreasing from 1.9 to 1.3 with the irradiation time. The rate is given by the empirical expression <em>k</em> [<em>i</em>]<sup>0.56</sup> [ DH]<sup>1.22</sup> [I<sub>2</sub>]<sup>0.40</sup> where <em>i</em> is the light intensity. The reaction leads to a mixture of methyl 9,11-octadecadienoate and methyl 10,12-octadecadienoate with <em>E,E</em>:<em>Z,E</em>:<em>Z,Z</em> in the molar ratio of 0.72:0.26:0.02 in 80% yield.</p><p>This study illustrates the possibility of applying solar radiation to an industrial process.</p></div>","PeriodicalId":16771,"journal":{"name":"Journal of Photochemistry","volume":"38 ","pages":"Pages 345-355"},"PeriodicalIF":0.0000,"publicationDate":"1987-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1016/0047-2670(87)87029-6","citationCount":"6","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Photochemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/0047267087870296","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 6
Abstract
The conjugation of methyl 9,12-octadecadienoate (DH) is a reaction of industrial interest. It has been photochemically performed with iodine as photosensitizer (λ=520nm). The reaction is a radical chain process which is inhibited by galvinoxyl, the overall quantum yield decreasing from 1.9 to 1.3 with the irradiation time. The rate is given by the empirical expression k [i]0.56 [ DH]1.22 [I2]0.40 where i is the light intensity. The reaction leads to a mixture of methyl 9,11-octadecadienoate and methyl 10,12-octadecadienoate with E,E:Z,E:Z,Z in the molar ratio of 0.72:0.26:0.02 in 80% yield.
This study illustrates the possibility of applying solar radiation to an industrial process.
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