Eugenol Case Study

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Eugenol (C10H12O2) is a well-known natural product occurring in many plants like cloves and nutmeg, with a satisfying scent and spicy taste. Eugenol is extracted from numerous aromatic plants and used in perfumeries for spicy, clove-like and oriental-type fragrances. “Alike all phenols, eugenol is an antiseptic; used as disinfectant in mouthwash. Due to its antiseptic and analgesic properties, it is used in dentistry; upon mixing with zinc oxide it forms cement for temporary fillings of the teeth. Furthermore, eugenol and methyl eugenol are used as an insect attractant” (Bendre). Together with other spice components, eugenol is under detailed investigation for its biological effects in the human body. Eugenol plays a vital role in the devolvement …show more content…

Both molecules should also have a similar molar extinction coefficient. The difference between the two is that the alkene is in a different location, see Figure 1. Eugenol and isoeugenol have similar chemical and physical properties. Both of them are a clear to pale yellow oily liquid and boil at the same temperature. Eugenol absorbs in the UV region (100nm to 400nm) due to the arene functional group. The wavelength of maximal absorbance for compounds with arene functional groups is 280 nm (see Figure 2), the observed value was 250 nm with an absorbance value of 3.916 (see Figure 3). The molar extinction coefficient is a measurement of how strongly a substance absorbs light, therefore the larger the value, the greater the absorption will be. With larger conjugated systems, the absorption peak wavelengths tend to be shifted toward the long wavelength region and the absorption peaks tend to be larger. For example, Benzene has an arene functional group and the wavelength of max absorbance is 255 nm, but since eugenol and isoeugenol is more complexed and has more functional groups, it will absorb at a higher wavelength …show more content…

That is why ethanol was used as a solvent during this lab, because due to its structure, it has both polar and non-polar regions. Ethanol has a polar alcohol end capable of dipole-dipole interactions and hydrogen bonding, but also has a relatively non-polar CH3CH2- end with mostly London dispersion forces (LDFs). The general rule for solubility is, “like dissolves like,” meaning that polar solutes will dissolve in polar solvents and non-polar solutes will dissolve in non-polar solvents. Once extracted, performing a simple separation known as thin layer chromatography (TLC), the extract can be verified to see if it contains eugenol. TLC uses ethyl acetate (a polar solvent) in order to dissolve the molecules (also polar) in the extract. The polar solvent also contains hexane (a non-polar solvent) which allows for the polar molecules to precipitate out as small spots on the TLC plate. As shown in Figure 4, the solvent will move up the TLC plate until it reaches the spotted samples: cloves extract (Our), nutmeg extract (Oth), and 10 mg/mL eugenol standard (s). Several spots on the TLC plate show the interaction between molecules in the extract and the silica on the surface of the TLC plate. If the molecules in the extract exhibit more non-polar characteristics, they will get pulled further up the

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