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the production of thymoquinone from thymol and carvacrol

the production of thymoquinone from thymol and carvacrol

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conversion (wt.%)<br />

45<br />

40<br />

35<br />

30<br />

25<br />

20<br />

15<br />

10<br />

5<br />

0<br />

0 100 200 300 400 500<br />

time (min.)<br />

<strong>thymol</strong> oxidation<br />

<strong>carvacrol</strong> oxidation<br />

Figure 7.15. The percentage <strong>of</strong> <strong>thymol</strong> <strong>and</strong> <strong>carvacrol</strong> conversion (reaction conditions:<br />

<strong>thymol</strong> or <strong>carvacrol</strong>/H2O2 molar ratio=1, 0.2 g Cr (salpn)-NaY catalyst,<br />

60ºC)<br />

7.5. Oxidation <strong>of</strong> Thyme Essential Oil<br />

There were several reports in <strong>the</strong> literature about <strong>the</strong> chemical composition <strong>of</strong><br />

essential oil. The summary <strong>of</strong> <strong>the</strong>se studies were also given in Chapter 5. Most reports<br />

indicated that <strong>thymol</strong> or <strong>carvacrol</strong> were <strong>the</strong> major component in <strong>the</strong> essential oil<br />

(Dorman et al. 1995). In this study, essential oil which was purchased <strong>from</strong> Arifo ulları<br />

Company was analyzed in HPLC.<br />

Essentail oil contains many monoterpenes. However, in HPLC analyses only<br />

<strong>carvacrol</strong> <strong>and</strong> <strong>thymoquinone</strong> were observed <strong>and</strong> no o<strong>the</strong>r components were identified<br />

such as <strong>thymol</strong>, p-cymene, α -terpinene for three different wavelengths (254 nm, 280<br />

nm, 295 nm).<br />

In <strong>the</strong> literature for oxidation reactions, large differences have been observed<br />

between GC <strong>and</strong> HPLC analysis results. Using GC for <strong>the</strong> analysis <strong>of</strong> reaction mixtures<br />

in <strong>the</strong> presence <strong>of</strong> residual H2O2, products were oxidized by H2O2 at elevated<br />

temperature in <strong>the</strong> GC system (Ma et al. 2002). Hence, lately HPLC was preferred<br />

technique for <strong>the</strong> oxidation reactions.<br />

As shown in Figure 7.16 <strong>carvacrol</strong> was <strong>the</strong> major component <strong>and</strong> it was<br />

converted to BQ, THQ, TQ (with 33.6% yield), unknown products with 70% conversion<br />

65

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