Separation and analysis of citral isomers: an undergraduate organic laboratory experiment

Sacks, Jeffrey; Greenley, Erin; Leo, Greg; Willey, Paul; Gallis, David E.; Mangravite, John A.

doi:10.1021/ed060p434

Cited by 6 publications

(3 citation statements)

References 4 publications

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“…It is an oxygenated monoterpene containing a group of aldehyde; its formula is C 10 H 16 O. There are two isomers known as neral (cis isomer) and geranial (trans isomer) [23], which are abundant in species such as Backhousia citriodora [24] and Cymbopogon citratus [25]. Its antimicrobial [25] and insect repellent action is noteworthy [26].…”

Section: Monoterpenes With Therapeutic Importancementioning

confidence: 99%

Terpenes in Essential Oils: Bioactivity and Applications

Noriega¹

2021

Biochemistry

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Secondary metabolites from plant organisms have always been excellent options for the pharmaceutical, cosmetic, and food industries. Essential oils are a type of metabolites found in vegetables, and their chemical composition is diverse; however, monoterpenes and sesquiterpenes are inside the most abundant molecules. These terpenes have a diverse chemical composition that range from a simple molecule with carbon and hydrogen to more complex molecules with oxygenated organic groups, such as alcohols, aldehydes, ketones, and ethers. Many of these molecules with 10 and 15 carbon atoms have an especially important biological activity, being important the antimicrobial, antifungal, antioxidant, anti-inflammatory, insecticide, analgesic, anticancer, cytotoxic, among others. Some of these substances are potentially toxic, and hence, they should be handled with caution, especially when they are pure. They are easily obtained by different methods, and their industrial value grows every year, with a market of several million dollars. This chapter seeks to provide a better understanding of this type of bioactive molecules, with an emphasis in those whose information is remarkable in the scientific literature and whose value for health and human well-being makes them extremely important.

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Section: Monoterpenes With Therapeutic Importancementioning

confidence: 99%

Terpenes in Essential Oils: Bioactivity and Applications

Noriega¹

2021

Biochemistry

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“…The Journal has published numerous HPLC experiments for undergraduate students. [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17] These experiments involve a wide variety of applications, such as separation of chiral molecules, 1,2 examining products of organic reactions, [3][4][5] or separation of proteins or amino acids. 6,7 Other experiments connect HPLC to forensic science, 8 identify materials in everyday products, such as vanillin in vanilla, 9 caffeine in beverages, 12 retinol (vitamin A) in food, 13 or acetaminophen and acetyl salicylate in analgesic tablets.…”

mentioning

confidence: 99%

“…Students at the undergraduate level are generally exposed to the method in an advanced analytical chemistry course that discusses instrumental methods. The Journal has published numerous HPLC experiments for undergraduate students. − These experiments involve a wide variety of applications, such as separation of chiral molecules, , examining products of organic reactions, − or separation of proteins or amino acids. , Other experiments connect HPLC to forensic science, identify materials in everyday products, such as vanillin in vanilla, caffeine in beverages, retinol (vitamin A) in food, or acetaminophen and acetyl salicylate in analgesic tablets . Another experiment combined HPLC with a particle beam to detect sample components by mass spectrometry .…”

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confidence: 99%

Preparation and Characterization of a Polymeric Monolithic Column for Use in High-Performance Liquid Chromatography (HPLC)

2011

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The high-performance liquid chromatography (HPLC) experiment, most often done in the undergraduate analytical instrumentation laboratory course, generally illustrates reversed-phase chromatography using a commercial C18 silica column. To avoid the expense of periodic column replacement and introduce a choice of columns with different stationary phases, we have developed an experiment in which students prepare and test a polymer-based monolithic column. The 10 or 15 cm monolithic column is prepared using 1/8 in. o.d. × 2.3 mm i.d. poly(ether ether ketone) or PEEK tubing. The reaction is accomplished thermally at 60 °C for several hours by polymerization of butyl methacrylate cross-linked with ethylene glycol dimethacrylate in a porogen system consisting of 1,4-butanediol, 1-propanol, and water. Using toluene and naphthalene as analytes, profiles of retention factor as a function of methanol have been shown. A study of essential nutrients can be accomplished by using an ion-pairing reagent to separate thiamine from riboflavin. In addition, plate count and van Deemter plots can be done to determine column efficiency. The experiment can be designed to be completed over a 1 to 3 week period of time. Exposure to polymer chemistry, often not a part of the undergraduate laboratory curriculum, is an additional important aspect of this experiment.

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Acid-Catalyzed Reactions of Citrus Oils and Other Terpene-Containing Flavors

Clark¹,

Chamblee²

1992

Developments in Food Science

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Separation and analysis of citral isomers: an undergraduate organic laboratory experiment

Cited by 6 publications

References 4 publications

Terpenes in Essential Oils: Bioactivity and Applications

Terpenes in Essential Oils: Bioactivity and Applications

Preparation and Characterization of a Polymeric Monolithic Column for Use in High-Performance Liquid Chromatography (HPLC)

Acid-Catalyzed Reactions of Citrus Oils and Other Terpene-Containing Flavors

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