کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
170957 458425 2011 7 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Green synthesis of para-Menthane-3,8-diol from Eucalyptus citriodora: Application for repellent products
موضوعات مرتبط
مهندسی و علوم پایه مهندسی شیمی مهندسی شیمی (عمومی)
پیش نمایش صفحه اول مقاله
Green synthesis of para-Menthane-3,8-diol from Eucalyptus citriodora: Application for repellent products
چکیده انگلیسی

A simple and efficient method was developed for the synthesis of para-Menthane-3,8-diol (PMD), a well-known repellent active against mosquitoes, from Eucalyptus citriodora essential oil by a treatment of citric acid in a biphasic medium (H2O/essential oil). The E. citriodora contains as main component (+)-citronellal (74% in the present case), which cyclises (Prins reaction) to form cis/trans PMD isomers. As an example, an emulsion containing an aqueous solution of 7% citric acid and E. citriodora oil at 50°, conducted after 15 h stirring to 82% conversion of (+)-citronellal with a selectivity of 80% with the remaining presence of monoterpenes and sesquiterpenes in the medium. Investigations of lasting protection on human volunteers are carried out using a cage test bioassay protocol and Aedes aegypti mosquitoes. At 20% in iPrOH, the new reaction mixture showed a complete protection of 303 min compared to 22 min with the pure essential oil. The modified oil was compared with N,N-diethyl-m-methylbenzamide (DEET), the most popular active used in repellent formulations. Thermogravimetric analyses (TGA) of E. citriodora, the modified oil, PMD, DEET, and (+)-citronellal were performed and showed a slow evaporation rate for PMD and DEET as well as for the modified oil, which may explain their long lasting protection action.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Comptes Rendus Chimie - Volume 14, Issues 7–8, July–August 2011, Pages 629–635
نویسندگان
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