Isolation of Acetyleugenol (Clove Oil) from Cloves Purpose In this experiment‚ you will obtain the essential oil from cloves by steam distillation. You will then separate a component (acetyleugenol) from the oil by liquid-liquid extraction. Finally‚ you will isolate the acetyleugenol by using a rotovap for reduced pressure distillation‚ which will remove the organic solvent (dichloromethane). Background Whole cloves contain between 14% and 20% by weight of essential oils‚ but
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dichloromethane substance and aqueous The entire substances that are separated into two individual flasks. Then doing the rest of the chemistry experiment and performing all of the necessary techniques (extract the chemical substances Eugonol and Acetyleugenol) from the clove oil. Introduction “The Isolation of Eugenol using the Steam Distillation or the Fractional experiment or often referred as the Liquid- Liquid Extraction. The main goal is the isolate of the chemical substance Eugenol; it’s
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and acetyleugenol‚ will be steam distilled from cloves. These compounds are isolated from aqueous distillate by extraction into dichloromethane. The dichloromethane solution is shaken with aqueous sodium hydroxide‚ which will react with eugenol‚ to yield the sodium salt of eugenol in the basic aqueous layer‚ and acetyleugenol in the organic layer. The basic aqueous layer can be acidified to re-extract eugenol from it. And the organic layer can be dried and concentrated to yield acetyleugenol The
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medicine (local antiseptic and analgesic). Reaction: See flow chart attached Data and observation Substance Amount isolated (g.) Percent recovery (%) Observations Eugenol 0.712 7.12 Large droplet of yellow oil with an aromatic spicy odor. Acetyleugenol 0.528 5.28 Clear to pale yellow oily liquid with aromatic spicy odor. Calculations Percent recovery of eugenol Amt. Eugenol isolated 0.712 g % Recovery = ------------------------------ = -------------- x 100 =
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components is called Acetyleugenol. Draw the structures of both of these compounds (Wikipedia may be helpful). What would be a good estimate for the pKa of Eugenol? Eugenol‚ pKa=10.19 at 25 degrees C. 3.) The recovered clove oil will be analyzed by Infrared Spectroscopy. What are the basic principles of Infrared Spectroscopy (can be included in the introduction if you prefer). How will we be able to distinguish between Eugenol and Acetyleugenol by IR sprectroscopy
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are present between 3000 and 1700. The NMR when manipulated with a multiple of three‚ showed the presence of 9 hydrogens at 1.2 ppm and 3 hydrogens at 2.1 ppm. The typical NMR for pinacolone shows peaks around 20‚ 40‚ and 70 ppm due to the electronegativity of the oxygen present in the compound. The NMR of the organic product is inconsistent with the typical NMR of pinacolone or water. This could potentially be due to a mixture of the two compounds when the NMR was run and is due to the experimental
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the reflux and distillation is complete 13C NMR and IR spectrum is used to identify the product or products for each reaction: 1a‚ 1b‚ and 2. Every individual in the group was assigned either 1a (1-propanol) or 1b (2-pentanol)‚ and 2 (1‚4-dimethyl-3-pentanol). The purpose of this experiment was to understand and become familiar with the reaction mechanisms and be able to observe and compare the product or products for each of the reactions using 13C NMR and IR. The reaction of 1-propanol (1a) with
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in the experiment and to distinguish between the two molecules‚ the characteristic long range coupling affects seen in the H1-NMR spectra of bridged six member ring molecules are used. A method for the separation of the two molecules is also explained. This technique can be used as a tool to instruct organic chemistry students in the Diels-Alder reaction and how to use NMR techniques to prove the stereochemistry of the products involved in such reactions. Introduction The Diels-Alder reaction has
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and Nuclear Magnetic Resonance (NMR) are two very important fields of chemistry. The two fields had the hone to share the Nobel Prize in 2002. John B. Fenn‚ Koichi Tanaka‚ and Kurt Wuthrich have all had a part in further developing these methods of chemistry. Throughout this article it talks about why you should study biological macromolecules‚ how mass spectrometry is a method used to identify molecules‚ how each scientist contributed to the methods‚ and the NMR for biological macromolecules.
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the product can cause either a kinetic or a thermodynamic product to be produced. What type of reaction conditions or electrophiles will cause one or the other product to be made. What product do you think will be made in this reaction? Describe how NMR can be used to determine the structure of the product the relative concentrations if more than one product is made. Procedure: State exactly what was done during the experiment. Results Provide the following quantities and calculations: Mass
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