Abstract
Bu çalımada, açık zincirli monoterpen olan mirsenin allilik yükseltgenme reaksiyonları incelenmitir. Burada amaçlanan, çam kabuk böcei feromonu olan , mirsenin ipsdienole dönütürülmesidir. Bu çalımada yükseltgen olarak kromtrioksit (CrO3), kromtrioksit-piridin kompleksi, piridinyum klorokromat (PCC), tersiyer butil hidroperoksit (t-BuOOH) ve tersiyer butil perbenzoat (TBPB), solvent olarak benzotriflorür (BTF), diklorometan, asetonitril, CCl4,asetanhidrit, benzen, asetik asit, etil asetat ve glasiyel asetik asit, katalizör olarak ise bazı Cu(I) ve Cu(II) tuzları, bakır tuzları ile birlikte L-prolin, S-prolin kompleksleri, SeO2 ve PdCl2 kullanılmıtır. Sözü edilen katalizörler ve yükseltgenler ile farklı yöntemler uygulanmı ve reaksiyon sonucunda oluan ürünler GC-MS ile belirlenmitir. Mirsenin ipsdienole dönütürülmesinde yeterince baarı salanamamıtır; çünkü,mirsenin allilik yükseltgenmeye uramadan önce bazı halkalı ve açık zincirli bileiklere izomerletii gözlenmitir. Mirsenin allilik yükseltgenmesinde en iyi verimler, yükseltgen olarak piridinyum klorokromatın kullanılmasıyla elde edilmitir. Ayrıca çözücü olarak benzotriflorür (BTF)’ün kullanılması yükseltgenme ürünleri veriminin daha da artmasını salamıtır. Özellikle, mirsenin ipsdienole dönütürülmesi ancak bu çözücünün kullanılması ile gerçekletirilebilmitir.
Keywords
Abstract
In this study, allylic oxidation reaction of open chain monoterpene, myrcene was studied. Our aim was to obtain pine-bark insect pheromones ipsdienol from myrcene. In the experiments, chromium trioxide (CrO3), CrO3-pyridine complex, pyridinium chlorochromate (PCC), tert-buthyl hydroperoxide (t-BuOOH) and tert-buthyl perbenzoate (TBPB) were chosen as oxidants, benzotrifluoride, dichloromethane, acetonitrile, CCl4, acetanhydride, benzene, acetic acid, ethylacetate ve glacial acetic acid as solvents, while some salts of Cu(I) and Cu(II) compounds and together with L-prolin, S-prolin, SeO2 and PdCl2 were used as catalysts. Reaction products were determined by GC-MS analysis.The conversion of myrcene to ipsdienol was not so successful. Because, myrcene tends to isomerisation to different cyclic and open chain compounds before its allylic oxidation could occur. In the allylic oxidation reaction of particularly, the conversion of myrcene to ipsdienol could have been obtained with BTF only.
Keywords
Details
| Other ID | JA58NN85GH |
|---|---|
| Journal Section | Research Articles |
| Authors | |
| Publication Date | June 1, 2004 |
| Submission Date | June 1, 2004 |
| Published in Issue | Year 2004 Volume: 1 Issue: 24 |
Cite
Journal Owner: On behalf of Selçuk University Faculty of Science, Rector Prof. Dr. Hüseyin YILMAZ
Selcuk University Journal of Science Faculty accepts articles in Turkish and English with original results in basic sciences and other applied sciences. The journal may also include compilations containing current innovations.
It was first published in 1981 as "S.Ü. Fen-Edebiyat Fakültesi Dergisi" and was published under this name until 1984 (Number 1-4).
In 1984, its name was changed to "S.Ü. Fen-Edeb. Fak. Fen Dergisi" and it was published under this name as of the 5th issue.
When the Faculty of Letters and Sciences was separated into the Faculty of Science and the Faculty of Letters with the decision of the Council of Ministers numbered 2008/4344 published in the Official Gazette dated 3 December 2008 and numbered 27073, it has been published as "Selcuk University Journal of Science Faculty" since 2009.
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