Preview

Producing Isoamyl Acetate from Isoamyl Alcohol and Acetic Anhydride through Esterification

Better Essays
Open Document
Open Document
1011 Words
Grammar
Grammar
Plagiarism
Plagiarism
Writing
Writing
Score
Score
Producing Isoamyl Acetate from Isoamyl Alcohol and Acetic Anhydride through Esterification
Producing Isoamyl Acetate from Isoamyl Alcohol and Acetic Anhydride through Esterification
Racquel Erica D.G. Isada, Jannah B. Juan*, Moses Isaiah L. Koh and Hedder A. Lim
Department of Biology, College of Science
University of Santo Tomas, España Street, Manila 1051
Date Submitted: August 13, 2014
Abstract:
In this experiment, the synthesis of Isoamyl acetate from Isoamyl alcohol and Acetic anhydride was prepared with the process of Esterification. By using the reflux technique, extraction, washing and drying the Isoamyl acetate or banana flavor was isolated from the acetic acid. This was then weighed and computed for the percent yield. The theoretical yield and the weighed value must have close values in order for this experiment to be successful.
Keywords: fruit flavors, banana flavor, acyl esterification, reflux, extraction, washing, drying, drying agents
Introduction
Esters are a group of organic compounds that give out distinct odors. Examples of esters are fruit flavors such as the product of this experiment. Isoamyl acetate or banana flavor is an ester which resulted from an acyl esterification between Isoamyl alcohol and Acetic anhydride. Acyl esterification is a reaction between acid anhydrides and acyl chlorides. Through this experiment, the students that performed it would have learned about reflux, extraction, washing and drying. The reflux technique is the boiling of the reagents while cooling the vapor escaping from it and having it returned in the flask to prevent evaporation. This guarantees that the temperature in the flask is constant. Extraction, washing and drying the resulting chemicals after the reflux technique separates the desired product, in this experiment it was the Isoamyl acetate, from the excess products. Drying agents are used twice in this experiment, first to remove the water where the undesired products was washed into and the last to remove the excess.
The objectives of this experiment is as follows:
To synthesize



References: [2]Brown, W., and Poon, T. (2011). Introduction to Organic Chemistry (4th ed.). Asia: John Wiley & Sons. [1]Palleros, D. (2000). Experimental Organic Chemistry. USA: John Wiley & Sons. *(CORRESPONDING AUTHOR: JUAN)

You May Also Find These Documents Helpful

  • Good Essays

    For the percentage yield is 39.08% which is less than and not 100%, by this, it can be concluded that the reaction is non-stoichiometric. The low yield can be explained by the following ways:…

    • 682 Words
    • 3 Pages
    Good Essays
  • Powerful Essays

    We will be synthesizing synthetic banana oil, or otherwise known as isopentyl acetate. We will synthesize thie oil by combining isopentyl alcohol with acetic acid and sulfuric acid, and heating under reflux for one hour. After this time, we will separate and purify our product via washing with sodium bicarbonate (that separates compounds via solubility properties) and distilling (that purifies via different boiling point properties of the compounds). The reaction that occurs is modeled below:…

    • 2194 Words
    • 9 Pages
    Powerful Essays
  • Good Essays

    Weigh a reaction tube while it is in a 50-mL beaker. Record the mass of the beaker and the tube. Place 0.809 g isopentyl alcohol in a test tube using a Pasteur pipette. Then, add 2 mL acetic acid and 3 drops concentrated sulfuric acid to the tube. Add a boiling chip, then wrap a wet Kim-wipe around the top of the test tube. Place the tube in a sand bath on a setting of 2-3. Heat to boiling, then reflux solution for 1 hour.…

    • 1240 Words
    • 5 Pages
    Good Essays
  • Good Essays

    Synthesize isopentyl acetate by combining isopentyl alcohol with acetic acid and sulfuric acid and then heating the reaction mixture under reflux for an hour. The alcohol is the limiting reactant, so it should be weighed/ the acids can be measured by volume. The esterification reaction is reversible, and it has an equilibrium constant of approximately 4.2. A pure component can be obtained from a mixture by separating it from all other components of the mixture, using procedures that take advantage of differences in solubility, boiling points, acid-base properties, and other characteristics of the components. Because isopentyl acetate is a liquid, the separation and purification operations will differ from those used previously for solid products. The water that forms during the reaction will be separated from the ester along with the wash liquids. Any traces of water that remain are then removed by a drying agent, either magnesium sulfate or sodium sulfate. Because isopentyl alcohol has a lower boiling point than that of isopentyl acetate, and the by-products have higher boiling points, it should be possible- in principle- to remove the alcohol and by-products from the ester by distillation. Isopentyl alcohol should distill first, followed by the ester, and any by-products should remain behind in the pot-the vessel in which the reaction mixture is boiled.…

    • 1073 Words
    • 5 Pages
    Good Essays
  • Powerful Essays

    References: (3) McMurry, J. Organic Chemistry, 5th ed., Brooks/Cole Publishing Co.: CA, 2000, p. 564-566.…

    • 3241 Words
    • 13 Pages
    Powerful Essays
  • Good Essays

    Lab: Synthesis Of Esters

    • 573 Words
    • 3 Pages

    Purpose- the Purpose of this lab is to synthesize Esters by combining Carboxylic Acid and Alcohols. In this lab we will synthesize and then detect the odour of Esters formed.…

    • 573 Words
    • 3 Pages
    Good Essays
  • Powerful Essays

    Bomb Calorimetry

    • 1705 Words
    • 7 Pages

    References: 1. Wade, L. G. Organic Chemistry, 7th ed.; Pearson: Upper Saddle River, NJ, 2010; p 707-708.…

    • 1705 Words
    • 7 Pages
    Powerful Essays
  • Better Essays

    Isopentyl Acetate

    • 1448 Words
    • 6 Pages

    The purpose of this experiment is to prepare isopentyl acetate by direct esterification of acetic acid with isopentyl alcohol. After refluxing there is an isolation procedure where excess acetic acid and remaining isopentyl alcohol are easily removed by extraction with sodium bicarbonate and water. The ester is then purified by simple distillation and the IR is then obtained.…

    • 1448 Words
    • 6 Pages
    Better Essays
  • Good Essays

    Esters are in a lot of natural products like flowers, spices and fruits. They are usually used in artificial flavorings. Carboxylic esters help amplify the sensory effect of esters. Isopentyl acetate is made from the direct esterification of acetic acid and isopentyl alcohol. The direct esterification of acetic acid and isopentyl alcohol is an equilibrium reaction that shifts the product to the side by using the excess of one of the starting reagents. Acetic acid usually used in excess because it is easier to remove from the reaction. The excess acetic acid and the remaining isopentyl alcohol are removed through extraction with water and sodium bicarbonate, during the isolation step. Anhydrous sodium sulfate is used to dry the…

    • 519 Words
    • 3 Pages
    Good Essays
  • Satisfactory Essays

    The purpose of this experiment is to synthesize isopentyl ester by an esterification reaction between a carboxylic acid and an ester. Carboxylic esters, like isopentyl acetate, are normally used to create artificial flavors. In the preparation of isopentyl acetate, esterification of acetic acid and isopentyl alcohol occurs. Esterification is an equilibrium shift to the product side using an excess of one of the starting components. In this experiment, the excess reagent is acetic acid because it is not expensive and can easily be removed for the reaction. The acetic acid and isopentyl alcohol are removed by extraction with sodium bicarbonate and water. The limiting reagent is isopentyl alcohol. A limiting reagent is completely consumed when…

    • 273 Words
    • 2 Pages
    Satisfactory Essays
  • Better Essays

    A common Sophomore Organic Chemistry laboratory experiment that has great potential for further research is the acid catalyzed dehydration of simple alcohols. The classic dehydration of 2-methylcyclohexanol experiment that was introduced in Journal of Chemical Education in 1967 Taber(1967)JCE:44,p620. The rather simple procedure of distilling an alcohol with an aqueous acid has spawned several investigations that have resulted in formal journal articles. At the same time, the experiment has retained its popularity in the Sophomore Organic Chemistry laboratory curriculum. In one line of inquiry it has been observed that a mixture of 2-methylcyclohexanol diastereomers gives rise to a mixture of three isomeric alkenes Todd(1994)JCE:71,p440; Feigenbaum(1987) JCE:64, p273; Cawley (1997) JCE:74l, p102. Explaining the presence of the three alkene products requires an intense synthesis of information communicated in a typical SOC textbook. The continued popularity of this experiment is corroborated by the observation that Googling the phrase “Dehydration of 2-Methylcyclohexanol” on January 13th, 2008 returned no less than 20 hits for online student handouts and/or guides for this SOC laboratory experiment. Moreover, this experiment provides fertile ground for experimentation and innovation that has not yet been fully explored. At Dominican University, the SOC students performed this experiment during the Fall 2007 semester with not only the dehydration of 2-methylcyclohexanol (Aldrich 153087) but also the 4-methyl (Aldrich 153095) and 3-methyl (Aldrich 139734) positional isomers. The reaction products were submitted to GC-FID analysis.…

    • 1627 Words
    • 7 Pages
    Better Essays
  • Powerful Essays

    Diels Alder Experiment

    • 1208 Words
    • 5 Pages

    References: 1 Mohrig, Jerry R. Techniques in organic chemistry. 3rd ed. New York: Freeman, 2003. Print.…

    • 1208 Words
    • 5 Pages
    Powerful Essays
  • Good Essays

    This experiment prepares synthetic banana oil (isopentyl acetate) through the Fisher esterification method by combining isopentyl alcohol with acetic and sulfuric acid then heating the mixture under reflux for an hour. Esterification is a chemical reaction in which two reactants (an alcohol and an acid) form an ester as the reaction product.…

    • 627 Words
    • 3 Pages
    Good Essays
  • Good Essays

    References: “Techniques in Organic Chemistry”, J. R. Mohrig, C. N. Hammond, P. F. Schatz, W.…

    • 721 Words
    • 3 Pages
    Good Essays
  • Good Essays

    Acetylsalicylic acid is the active pharmaceutical ingredient in aspirin and can be synthesized by the esterification reaction of salicylic acid and acetic anhydride in the presence of an acid catalyst. An esterification reaction is when an acid is converted into an ester by combining with an alcohol and removing a water molecule. When heating the salicylic acid mixture in the warm water bath, the mixture should be removed from the bath within 8 minutes, to reduce the chance of the acetylsalicylic acid decomposing. The purpose of this procedure is to isolate acetylsalicylic acid from its accompanied acid catalyst, unreacted salicylic acid, acetic anhydride, and other impurities. Their removal can be done by crystallization, a purification technique in which, upon cooling, product crystals will be separated from impurities that are present in the solution, which can then be filtered off using a vacuum. In this procedure, acetic anhydride is used to wash the reactants, and phosphoric acid is used as a catalyst to…

    • 404 Words
    • 2 Pages
    Good Essays