Is this project an undergraduate, graduate, or faculty project?
Undergraduate
Project Type
individual
Campus
Daytona Beach
Authors' Class Standing
Lana Sheridan, Junior
Lead Presenter's Name
Lana Sheridan
Lead Presenter's College
DB College of Arts and Sciences
Faculty Mentor Name
Dr. Jenny Vu
Abstract
Eugenol (C10H12O2), methyl eugenol (C11H14O2), and 2-phenylethanol (C8H10O) are chemically aromatic, natural compounds commonly present in various botanical sources and essential oils. Structurally, eugenol is a methoxyphenol bearing an allyl side chain; its methyl ether derivative, methyl eugenol, shares a similar framework but features a methoxy group replacing the free phenolic hydroxyl group found in eugenol. 2-Phenylethanol is an aromatic alcohol comprised of a benzene ring linked to an ethanol moiety. The objective of this project was to isolate and characterize these compounds in dried rose buds using distillation followed by chromatographic and spectrometric analysis. For the experiment, a steam distillation setup with 120 mL of water was utilized to extract volatile constituents from 11.882 g of the aforementioned rose buds by enabling co-distillation with water at temperatures lower than their normal boiling points, preventing thermal decomposition of the plant-derived compounds. The resulting mixture underwent purification and separation using methyl tert-butyl ether and a separatory funnel, yielding less than a milligram of distillate (rose oil); nevertheless, this quantity was detectable by analysis and olfactory reception. Subsequent gas chromatography identified two major components in the distillate, with mass spectrometry establishing two major peaks at 6.395 and 6.509 minutes with respective ionic masses of 164.1 m/z and 178.1 m/z. These correspond precisely to eugenol and methyl eugenol, respectively; however, reliable traces of 2-phenylethanol were not found in the distillate. Rose oil demonstrates notable medicinal applications, including roles in alleviating dysmenorrhea, reducing inflammation, and possessing anti-oxidizing properties (Wang, 2023). In addition to medicinal applications, these compounds are utilized in perfumery, cosmetics, and flavoring due to their characteristic floral and spicy aromas (Mitri et al., 2022). References: Wang, H. (2023). Beneficial medicinal effects and material applications of rose. Heliyon, 10(1). https://doi.org/10.1016/j.heliyon.2023.e23530 Mitri, S., Koubaa, M., Maroun, R. G., Rossignol, T., Nicaud, J. M., & Louka, N. (2022). Bioproduction of 2-Phenylethanol through Yeast Fermentation on Synthetic Media and on Agro-Industrial Waste and By-Products: A Review. Foods, 11(1). https://doi.org/10.3390/foods11010109
Did this research project receive funding support (Spark, SURF, Research Abroad, Student Internal Grants, Collaborative, Climbing, or Ignite Grants) from the Office of Undergraduate Research?
No
Included in
Analytical Chemistry Commons, Natural Products Chemistry and Pharmacognosy Commons, Organic Chemistry Commons
Extracting Aromatic Compounds from Dehydrated Rose Buds
Eugenol (C10H12O2), methyl eugenol (C11H14O2), and 2-phenylethanol (C8H10O) are chemically aromatic, natural compounds commonly present in various botanical sources and essential oils. Structurally, eugenol is a methoxyphenol bearing an allyl side chain; its methyl ether derivative, methyl eugenol, shares a similar framework but features a methoxy group replacing the free phenolic hydroxyl group found in eugenol. 2-Phenylethanol is an aromatic alcohol comprised of a benzene ring linked to an ethanol moiety. The objective of this project was to isolate and characterize these compounds in dried rose buds using distillation followed by chromatographic and spectrometric analysis. For the experiment, a steam distillation setup with 120 mL of water was utilized to extract volatile constituents from 11.882 g of the aforementioned rose buds by enabling co-distillation with water at temperatures lower than their normal boiling points, preventing thermal decomposition of the plant-derived compounds. The resulting mixture underwent purification and separation using methyl tert-butyl ether and a separatory funnel, yielding less than a milligram of distillate (rose oil); nevertheless, this quantity was detectable by analysis and olfactory reception. Subsequent gas chromatography identified two major components in the distillate, with mass spectrometry establishing two major peaks at 6.395 and 6.509 minutes with respective ionic masses of 164.1 m/z and 178.1 m/z. These correspond precisely to eugenol and methyl eugenol, respectively; however, reliable traces of 2-phenylethanol were not found in the distillate. Rose oil demonstrates notable medicinal applications, including roles in alleviating dysmenorrhea, reducing inflammation, and possessing anti-oxidizing properties (Wang, 2023). In addition to medicinal applications, these compounds are utilized in perfumery, cosmetics, and flavoring due to their characteristic floral and spicy aromas (Mitri et al., 2022). References: Wang, H. (2023). Beneficial medicinal effects and material applications of rose. Heliyon, 10(1). https://doi.org/10.1016/j.heliyon.2023.e23530 Mitri, S., Koubaa, M., Maroun, R. G., Rossignol, T., Nicaud, J. M., & Louka, N. (2022). Bioproduction of 2-Phenylethanol through Yeast Fermentation on Synthetic Media and on Agro-Industrial Waste and By-Products: A Review. Foods, 11(1). https://doi.org/10.3390/foods11010109