| Journal Articles: 55 results |
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The Synthesis of a Cockroach Pheromone Patty L. Feist This paper describes the synthesis of gentisyl quinone isovalerate or blattellaquinone, a sex pheromone of the German cockroach and a compound with real-world applications. The experiment also affords students practice in extraction as well as IR and NMR spectroscopy. Feist, Patty L. J. Chem. Educ. 2008, 85, 1548.
Esters |
IR Spectroscopy |
Natural Products |
NMR Spectroscopy |
Oxidation / Reduction |
Synthesis
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Mosher Amides: Determining the Absolute Stereochemistry of Optically-Active Amines Damian A. Allen, Anthony E. Tomaso, Jr., Owen P. Priest, David F. Hindson, and Jamie L. Hurlburt In this experiment, teams of students are given an optically-pure amine of known structure but unknown stereochemistry. Different teams derivatize samples of the amine with (R) and (S) conformations of Mosher's acid chloride. The resulting diastereomers are analyzed by NMR to determine the absolute configuration of the initial, unknown amine. Allen, Damian A.; Tomaso, Anthony E., Jr.; Priest, Owen P.; Hindson, David F.; Hurlburt, Jamie L. J. Chem. Educ. 2008, 85, 698.
Amides |
Chirality / Optical Activity |
Chromatography |
Diastereomers |
Microscale Lab |
NMR Spectroscopy |
Stereochemistry
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A Guided-Inquiry Approach to the Sodium Borohydride Reduction and Grignard Reaction of Carbonyl Compounds Robert E. Rosenberg Students teams identify unknowns and their reaction products and use their data to deduce that esters are less electrophilic than the other carbonyl compounds present, that Grignard reagents are more nucleophilic than sodium borohydride, and that carboxylic acid derivatives do not undergo the nucleophilic addition reactions that are characteristic of aldehydes and ketones. Rosenberg, Robert E. J. Chem. Educ. 2007, 84, 1474.
Addition Reactions |
Aldehydes / Ketones |
Esters |
Grignard Reagents |
IR Spectroscopy |
Oxidation / Reduction |
Reactions |
Student-Centered Learning
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Biodiesel Synthesis and Evaluation: An Organic Chemistry Experiment Ehren C. Bucholtz In this two week lab sequence students synthesize fatty acid methyl esters from simulated waste vegetable oil and determine whether the glycerol concentration of the resulting product is low enough to meet the specifications for marketable biodiesel. Bucholtz, Ehren C. J. Chem. Educ. 2007, 84, 296.
Equilibrium |
Esters |
Industrial Chemistry |
Lipids |
Quantitative Analysis
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Peer Review of Chemistry Journal Articles: Collaboration across Disciplines Bozena Barbara Widanski and Debra Courtright-Nash Organic chemistry students conducted self-designed experiments and submitted their manuscripts to English composition students who reviewed them according to journal guidelines. The results indicate that chemistry students improved their understanding of the scientific process and scientific writing. Widanski, Bozena Barbara; Courtright-Nash, Debra. J. Chem. Educ. 2006, 83, 1788.
Esters |
Undergraduate Research |
Student-Centered Learning
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Entropy and the Shelf Model: A Quantum Physical Approach to a Physical Property Arnd H. Jungermann A quantum physical approach relying on energy quantization leads to three simple rules which are the key to understanding the physical property described by molar entropy values. Jungermann, Arnd H. J. Chem. Educ. 2006, 83, 1686.
Alcohols |
Alkanes / Cycloalkanes |
Carboxylic Acids |
Covalent Bonding |
Ionic Bonding |
Physical Properties |
Quantum Chemistry |
Thermodynamics
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Developing Critical Thinking Skills: The "Sabotaged" Synthesis of Methyl p-Bromobenzoate Eric J. Mahan and Mary Alice Nading Before beginning an experiment, students are told that someone might have sabotaged their experiment to produce other-than-expected results. The objective is to perform the experiment, determine if any sabotage has occurred, and, if so, identify the changes that were made to the reagents as well as the person responsible. Mahan, Eric J.; Nading, Mary Alice. J. Chem. Educ. 2006, 83, 1652.
Alcohols |
Carboxylic Acids |
Esters |
IR Spectroscopy |
NMR Spectroscopy |
Mass Spectrometry |
Synthesis
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A Polymer in Everyday Life: The Isolation of Poly(vinyl alcohol) from Aqueous PVA Glues. An Undergraduate Chemistry Experiment Yueh-Huey Chen and Jing-Fun Yaung The IR spectra of three common and related polymers are used to identify functional groups and rationalize molecular structures. Chen, Yueh-Huey; Yaung, Jing-Fun. J. Chem. Educ. 2006, 83, 1534.
Applications of Chemistry |
Aqueous Solution Chemistry |
Esters |
IR Spectroscopy |
Molecular Properties / Structure
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A Simple Combinatorial Experiment Based on Fischer Esterification. An Experiment Suitable for the First-Semester Organic Chemistry Lab Peter A. Wade, Susan A. Rutkowsky, and Daniel B. King Describes a combinatorial experiment for the synthesis of esters by Fischer esterification in which a total of eight esters are prepared as six mixtures. Wade, Peter A.; Rutkowsky, Susan A.; King, Daniel B. J. Chem. Educ. 2006, 83, 927.
Alcohols |
Carboxylic Acids |
Combinatorial Chemistry |
Equilibrium |
Esters |
Gas Chromatography |
Synthesis
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Making Usable, Quality Opaque or Transparent Soap Suzanne T. Mabrouk First-year and organic chemistry students will learn the chemistry of soap by making some of the eleven described formulations, which produce usable, quality bars of soap. Opaque and transparent soaps are made in two and three hours, respectively. With an introduction to formulation chemistry, organic chemistry students can devise a formulation to synthesize their own opaque soap. Many of the formulations use commonly-available fats and oils, while some formulations incorporate specialty fats and oils for therapeutic purposes, for example, to relieve dry skin or itching. Mabrouk, Suzanne T. J. Chem. Educ. 2005, 82, 1534.
Colloids |
Consumer Chemistry |
Lipids |
Nonmajor Courses |
Applications of Chemistry |
Esters
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Formation of α-Tetralone by Intramolecular Friedel–Crafts Acylation Michael S. Holden, R. David Crouch, and Kathryn A. Barker A microscale procedure is described for the formation of the industrially-important compound alpha-tetralone. This is an example of an intramolecular FriedelCrafts acylation, utilizing 4-phenylbutanoic acid and a proton source. The title reaction demonstrates the concept of ring-forming reactions and highlights the use of carboxylic acids as an electrophile precursor in electrophilic aromatic substitution reactions. Holden, Michael S.; Crouch, R. David; Barker, Kathryn A. J. Chem. Educ. 2005, 82, 934.
Aromatic Compounds |
Microscale Lab |
Synthesis |
Carboxylic Acids |
IR Spectroscopy |
NMR Spectroscopy
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Synthesis of Chemiluminescent Esters: A Combinatorial Synthesis Experiment for Organic Chemistry Students Robert Duarte, Janne T. Nielsen, and Veljko Dragojlovic In this laboratory exercise, a peroxyoxalate chemiluminescence experiment has been integrated with a combinatorial synthesis experiment. Duarte, Robert; Nielsen, Janne T.; Dragojlovic, Veljko. J. Chem. Educ. 2004, 81, 1010.
Esters |
Synthesis |
Molecular Properties / Structure
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Acid–Base and Precipitation Equilibria in Wine Miguel Palma and Carmelo G. Barroso A simple but effective experiment demonstrates the interactions between simultaneous equilibria involving hydrogen tartrate and helps students realize the importance of multiple equilibria in real-world systems. Palma, Miguel; Barroso, Carmelo G. J. Chem. Educ. 2004, 81, 94.
Acids / Bases |
Aqueous Solution Chemistry |
Consumer Chemistry |
Food Science |
Alcohols |
Carboxylic Acids
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Analytical Spectroscopy Using Modular Systems Brian M. Patterson, Neil D. Danielson, Gary A. Lorigan, and André J. Sommer This article describes the development of three analytical spectroscopy experiments that compare the determination of salicylic acid (SA) content in aspirin tablets. The experiments are based on UVvis, fluorescence, and Raman spectroscopies and utilize modular spectroscopic components. Students assemble their own instruments, optimize them with respect to signal-to-noise, generate calibration curves, determine the SA content in retail aspirin tablets, and assign features in the respective spectra to functional groups within the active material. Patterson, Brian M.; Danielson, Neil D.; Lorigan, Gary A.; Sommer, André J. J. Chem. Educ. 2003, 80, 1460.
Fluorescence Spectroscopy |
Laboratory Equipment / Apparatus |
Quantitative Analysis |
Raman Spectroscopy |
UV-Vis Spectroscopy |
Aromatic Compounds |
Esters |
Carboxylic Acids |
Alcohols
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A Solvent-Free Claisen Condensation Reaction for the Organic Laboratory John J. Esteb and Matthew B. Stockton An experiment involving the Claisen condensation reaction for a first-year organic chemistry laboratory is presented. In this experiment, potassium tert-butoxide and ethyl phenylacetate are heated to 100 C for 30 minutes under solvent-free conditions to produce 2,4-diphenyl acetoacetate in 80% yield. Esteb, John J.; Stockton, Matthew B. J. Chem. Educ. 2003, 80, 1446.
Synthesis |
Esters
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Organic Functional Group Playing Card Deck Michael J. Welsh Organic functional group playing card deck used for review of the name and structure of organic functional groups that can be used to play any game that a normal deck of cards is used for. Welsh, Michael J. J. Chem. Educ. 2003, 80, 426.
Nomenclature / Units / Symbols |
Nonmajor Courses |
Enrichment / Review Materials |
Alcohols |
Aldehydes / Ketones |
Alkanes / Cycloalkanes |
Alkenes |
Alkynes |
Amides |
Amines / Ammonium Compounds |
Aromatic Compounds |
Carboxylic Acids |
Esters |
Ethers |
Mechanisms of Reactions |
Synthesis
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"Chiral Acetate": The Preparation, Analysis, and Applications of Chiral Acetic Acid Addison Ault Production of chiral acetic acid using deuterium and tritium and its application to understanding stereochemistry and the specificity of enzymatic reactions. Ault, Addison. J. Chem. Educ. 2003, 80, 333.
Chirality / Optical Activity |
Enzymes |
Isotopes |
Synthesis |
Stereochemistry |
Enrichment / Review Materials |
Carboxylic Acids |
Enantiomers |
Reactions |
Mechanisms of Reactions
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The Mechanism of the Ritter Reaction in Combination with Wagner-Meerwein Rearrangements. A Cooperative Learning Experience María I. Colombo, María L. Bohn, and Edmundo A. Rúveda Procedure in which students develop analytical and problem-solving skills by investigating an organic reaction mechanism, predicting the most likely products, and suggesting experiments to test the postulated mechanistic pathways and possible intermediates. Colombo, María I.; Bohn, María L.; Rúveda, Edmundo A. J. Chem. Educ. 2002, 79, 484.
Mechanisms of Reactions |
Reactive Intermediates |
Amides |
Thin Layer Chromatography |
NMR Spectroscopy
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Organic Acids without a Carboxylic Acid Functional Group G. V. Perez and Alice L. Perez This paper presents several organic molecules that have been labeled as acids but do not contain a carboxylic acid functional group. Various chemical principles such as pKa, tautomerization, aromaticity, conformation, resonance, and induction are explored. Perez, G. V.; Perez, Alice L. J. Chem. Educ. 2000, 77, 910.
Acids / Bases |
Molecular Properties / Structure |
Nomenclature / Units / Symbols |
Phenols |
Carboxylic Acids |
Aromatic Compounds
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Elucidation of Molecular Structure Using NMR Long-Range Coupling: Determination of the Single Isomer Formed in a Regiospecific Reaction Samuel Delagrange and Françoise Nepveu The experiment presented in this article introduces students to the main concepts of two essential NMR techniques for investigating molecular structure. Heteronuclear multiple bond connectivity (HMBC) and proton-coupled 13C NMR are used to determine which isomer, from a possible two, is formed by a regiospecific reaction. The demonstration, based on long-range coupling between quaternary carbons and protons on neighboring carbons, is presented step by step. Delagrange, Samuel; Nepveu, Françoise. J. Chem. Educ. 2000, 77, 895.
Molecular Properties / Structure |
NMR Spectroscopy |
Synthesis |
Carboxylic Acids |
Reactions |
Diastereomers
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The Oxidation of Primary Alcohols to Esters: Three Related Investigative Experiments Chriss E. McDonald
McDonald, Chriss E. J. Chem. Educ. 2000, 77, 750.
Oxidation / Reduction |
Alcohols |
Esters |
Synthesis |
Mechanisms of Reactions
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Amino Acids, Aromatic Compounds, and Carboxylic Acids: How Did They Get Their Common Names? Sam H. Leung This article provides a brief survey of the origins of the common names of some amino acids, aromatic compounds, and carboxylic acids. Leung, Sam H. J. Chem. Educ. 2000, 77, 48.
Amino Acids |
Aromatic Compounds |
Nomenclature / Units / Symbols |
Carboxylic Acids
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Parallel Combinatorial Esterification: A Simple Experiment for Use in the Second-Semester Organic Chemistry Laboratory David M. Birney and Stephen D. Starnes This simple experiment utilizes the Fischer esterification, a common reaction in second-semester organic laboratories, to demonstrate the fundamentals of combinatorial methods. These include simultaneous synthesis of numerous compounds, a selective assay for a desired activity, and an algorithm for identifying the active structure. Using a parallel synthesis combinatorial method, each student in a lab section prepares a different ester. Birney, David M.; Starnes, Stephen D. J. Chem. Educ. 1999, 76, 1560.
Synthesis |
Natural Products |
Biotechnology |
Descriptive Chemistry |
Esters |
Combinatorial Chemistry
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"New" Compounds from Old Plastics: Recycling PET Plastics via Depolymerization. An Activity for the Undergraduate Organic Lab Don Kaufman, Geoff Wright, Ryan Kroemer, and Josh Engel This paper describes work done to develop a meaningful undergraduate organic lab activity that illustrates chemistry of the real world while utilizing reactions typically included in the organic lecture and lab. We show how a common plastic can be converted into several compounds using ester hydrolysis and SN2 reactions. Kaufman, Don; Wright, Geoff; Kroemer, Ryan; Engel, Josh. J. Chem. Educ. 1999, 76, 1525.
Consumer Chemistry |
Synthesis |
Esters |
Nucleophilic Substitution
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Reduction of Carboxylic Acids with Sodium Borohydride and an Electrophile Jan William Simek, Thad Tuck, and Kelly Courter Bush Integration of new reduction conditions into a procedure applicable to the first-year organic chemistry laboratory, where reduction of the carboxylic acid group has remained an obstacle, notwithstanding the use of borane or LiAlH4 (2) on the microscale. The NaBH4 method with either electrophile can be modified to any scale; in our hands, the use of I2 as the electrophile performed better at the semimicro scale than the H2SO4 method. Simek, Jan William; Tuck, Thad; Bush, Kelly Courter . J. Chem. Educ. 1997, 74, 107.
Carboxylic Acids |
Aromatic Compounds |
Oxidation / Reduction
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An Organoleptic Laboratory Experiment John M. Risley Compounds in ten different classes of organic molecules that are used in the fragrance and food industry are provided to students. Students whiff the vapors of each compound and describe the organoleptic properties using a set of terms utilized in the fragrance and food industry. A set of questions guides students to an understanding of the relationship between structure of molecules and smell. Risley, John M. J. Chem. Educ. 1996, 73, 1181.
Molecular Properties / Structure |
Consumer Chemistry |
Physical Properties |
Nonmajor Courses |
Alcohols |
Aldehydes / Ketones |
Amines / Ammonium Compounds |
Carboxylic Acids |
Esters |
Ethers |
Phenols
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An Efficient Microscale Procedure for the Preparation of 3,5-Dinitrobenzoates Smith, Richard F.; Cristalli, Gaetano M. Efficient and simple microscale preparation of 3,5-dinitrobenzoates. Smith, Richard F.; Cristalli, Gaetano M. J. Chem. Educ. 1995, 72, A164.
Synthesis |
Qualitative Analysis |
Laboratory Management |
Microscale Lab |
Aromatic Compounds |
Esters
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"Double Unknown " Microscale Preparation and COSY Analysis of an Unknown Ester: An Introductory 2D-NMR Experiment Stephen E. Branz, Robert G. Miele, Roy K. Okuda, and Daniel A. Straus Proton NMR activity designed to highlight the power of the technique to analyze structures and not merely confirm the identity of known substances. Branz, Stephen E.; Miele, Robert G.; Okuda, Roy K.; Straus, Daniel A. J. Chem. Educ. 1995, 72, 659.
NMR Spectroscopy |
Stereochemistry |
Alcohols |
Carboxylic Acids |
Esters
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The Ritter Reaction: Trapping a Carbocation with a Nitrile Crouch, R. David An organic experiment involving the Ritter reaction that yields an unpredictable product. Crouch, R. David J. Chem. Educ. 1994, 71, A200.
Mechanisms of Reactions |
Amides |
Amines / Ammonium Compounds
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A More Affordable Undergraduate Experiment on the Reduction of Acetophenone by Yeast Lee, Moses; Huntington, Martha Preparation of Mosher's esters through the reduction of acetophenone with baker's yeast. Lee, Moses; Huntington, Martha J. Chem. Educ. 1994, 71, A62.
Microscale Lab |
Aromatic Compounds |
Aldehydes / Ketones |
Oxidation / Reduction |
Stereochemistry |
Chirality / Optical Activity |
Esters |
Synthesis
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A convenient method of esterification of fatty acids: An undergraduate organic laboratory experiment Di Raddo, Pasquale A convenient method of esterification of fatty acids for undergraduate organic chemistry lab. Di Raddo, Pasquale J. Chem. Educ. 1993, 70, 1034.
Carboxylic Acids |
Esters |
Gas Chromatography |
NMR Spectroscopy |
Fatty Acids
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Replacing mineral acids in the laboratory: Nafion-catalyzed dehydration and esterification Doyle, Michael P.; Plummer, Benjamin F. The advantage of Nafion is that unlike mineral acids, this perfluorinated ion-exchange polymer is a solid resin that can be handled without the safety hazards usually associated with strong acids. Doyle, Michael P.; Plummer, Benjamin F. J. Chem. Educ. 1993, 70, 493.
Esters |
Laboratory Management
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Enhancing interest in organic chemistry. Part I. Relating redolence in organic chemistry class. Smith, Terrill D. The author supplies a list of compounds that can be passed around in class for students to guess their origin from an odor. Smith, Terrill D. J. Chem. Educ. 1992, 69, 233.
Esters |
Aldehydes / Ketones |
Alcohols |
Phenols
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Demonstrating organic synthesis with familiar materials Rothenberger, Otis; Bunting, Roger; Newton, Thomas Two chemical synthesis demonstrations for elementary, high school, college, and adult audiences. Rothenberger, Otis; Bunting, Roger; Newton, Thomas J. Chem. Educ. 1991, 68, 502.
Synthesis |
Esters |
Natural Products
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An internal comparison of the intermolecular forces of common organic functional groups: A thin-layer chromatography experiment Beauvais, Robert; Holman, R. W. Due to the latest trends in organic chemistry textbook content sequences, it has become desirable to develop an experiment that is rapid, simple, and general, that would compare and contrast the various functional group classes of organic molecules in terms of their relative polarities, dipole moments, and intermolecular forces of attraction. Beauvais, Robert; Holman, R. W. J. Chem. Educ. 1991, 68, 428.
Alkanes / Cycloalkanes |
Alkenes |
Alcohols |
Carboxylic Acids |
Aldehydes / Ketones |
Esters |
Qualitative Analysis |
Thin Layer Chromatography |
Noncovalent Interactions |
Molecular Properties / Structure
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Calculation of equilibrium constant in esterification reactions Sarlo, Edward; Svoronos, Paris; Kulas, Patricia Procedure for measuring the equilibrium constant in esterification reactions. Sarlo, Edward; Svoronos, Paris; Kulas, Patricia J. Chem. Educ. 1990, 67, 796.
Esters |
Alcohols |
Carboxylic Acids |
Equilibrium
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Nucleophilic aromatic substitution: A microscale organic experiment Avila, Walter B.; Crow, Jeffrey L.; Utermoehlen, Clifford M. This experiment demonstrates one feasible route in preparing ortho-substituted benzoic acids and is also an example of nucleophilic aromatic substitution chemistry. Avila, Walter B.; Crow, Jeffrey L.; Utermoehlen, Clifford M. J. Chem. Educ. 1990, 67, 350.
Nucleophilic Substitution |
Aromatic Compounds |
Microscale Lab |
Carboxylic Acids
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Molecular modeling in organic chemistry: Correlating odors with molecular structure Lipkowitz, Kenny B. This paper presents a safe, inexpensive, and successful undergraduate laboratory exercise that incorporates computational chemistry. Lipkowitz, Kenny B. J. Chem. Educ. 1989, 66, 275.
Molecular Modeling |
Computational Chemistry |
Esters
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On a common graphical flaw in the carboxylic acid/alcohol relative acidity argument McClard, Ronald W. Why are carboxylic acids so much more acidic than aliphatic alcohols? McClard, Ronald W. J. Chem. Educ. 1987, 64, 416.
Carboxylic Acids |
Alcohols |
Acids / Bases
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Introducing plastic in the laboratory: Synthesis of a plasticizer, dioctylphthalate and evaluation of its effects on the physical properties of polystyrenes Caspar, A.; Gillois, J.; Guillerm, G.; Savignac, M.; Vo-Quang, L. These authors are proposing a two-stage experimental approach that combines preparative organic chemistry and polymer characterization. Caspar, A.; Gillois, J.; Guillerm, G.; Savignac, M.; Vo-Quang, L. J. Chem. Educ. 1986, 63, 811.
Esters |
Reactions |
IR Spectroscopy |
UV-Vis Spectroscopy |
NMR Spectroscopy |
Mass Spectrometry |
Thin Layer Chromatography
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Selective oxidation in the presence of a heterocycle Bowles, K. Dean; Quincy, David A.; McKenna, John I.; Natale, N. R. The process of weighing the advantages and disadvantages of various oxidation methods are presented in this paper. Bowles, K. Dean; Quincy, David A.; McKenna, John I.; Natale, N. R. J. Chem. Educ. 1986, 63, 358.
Alcohols |
Aldehydes / Ketones |
Heterocycles |
Oxidation / Reduction |
Carboxylic Acids
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A new method for the preparation of derivatives of carboxylic acids Brindle, Ian D.; Chassie, Susan Preparation technique using potassium fluoride. From the "State-of-the-Art Symposium for Chemical Educators: Chemistry of the Food Cycle". Brindle, Ian D.; Chassie, Susan J. Chem. Educ. 1984, 61, 347.
Synthesis |
Carboxylic Acids
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A chemistry laboratory project to develop thinking and writing skills Goodman, W. Daniel; Bean, John C. The "Ester Project" requires students to carry out an independent investigation of the synthesis of one or more alphatic esters and to present their research in the form of professional papers. The students, as a group, judge each paper for the quality of research and the quality of writing according to criteria and methods devised jointly by the students and the instructor. Goodman, W. Daniel; Bean, John C. J. Chem. Educ. 1983, 60, 483.
Alcohols |
Esters
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3-Ketoesters by malonic synthesis Pollet, Patrick L. This essay reviews a synthesis strategy. Pollet, Patrick L. J. Chem. Educ. 1983, 60, 244.
Synthesis |
Carboxylic Acids |
Aldehydes / Ketones |
Alkylation
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High performance liquid chromatography of vitamin A Bohman, Ove; Engdahl, Kjell-Ake; Johnsson, Hakan This experiment involves the quantitative determination of vitamin A in food products by analytival liquid chromatography and offers training both in work-up procedures and in the quantitative transfer of very small amounts of material. Bohman, Ove; Engdahl, Kjell-Ake; Johnsson, Hakan J. Chem. Educ. 1982, 59, 251.
HPLC |
Chromatography |
Vitamins |
Quantitative Analysis |
Esters |
Fatty Acids
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Synthesis of some unreported derivatives of sulfonamides: A laboratory in organic chemistry Gilow, Helmuth Preparation of N4-benzylsulfanilamide. Gilow, Helmuth J. Chem. Educ. 1979, 56, 419.
Synthesis |
Amides |
Aromatic Compounds
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Chemical toxicology. Part I. Organic compounds Carter, D. E.; Fernando, Quintus General principles of toxicology, and particular consideration of aliphatics, aromatic, and halogenated hydrocarbons; alcohols, aldehydes, esters, ethers, and ketones; sulfides, mercaptans, and carbon disulfide; nitrogen-containing compounds; and carcinogens. Carter, D. E.; Fernando, Quintus J. Chem. Educ. 1979, 56, 284.
Toxicology |
Alcohols |
Aldehydes / Ketones |
Esters |
Ethers |
Aromatic Compounds |
Amines / Ammonium Compounds |
Lipids
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Phase transfer catalysis. Part II: Synthetic applications Gokel, George W.; Weber, William P. In this month's continuation of an article, the authors have catalogued a number of illustrative examples so that the range of applicability of phase transfer catalysis will be. Gokel, George W.; Weber, William P. J. Chem. Educ. 1978, 55, 429.
Phases / Phase Transitions / Diagrams |
Catalysis |
Aromatic Compounds |
Organometallics |
Nucleophilic Substitution |
Synthesis |
Esters |
Oxidation / Reduction |
Alkylation
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Detection of carboxylic acids by formation of ferric hydroxamates Cleland, George H.; Knight, Duane W. Offers an improved method for the detection of carboxylic acids through the formation of ferric hydroxamates. Cleland, George H.; Knight, Duane W. J. Chem. Educ. 1970, 47, 781.
Carboxylic Acids |
Qualitative Analysis
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Identification of an unknown ester: An analytical-organic experiment Grob, Robert L.; Husk, G. Ronald It is the student's challenge to hydrolyze an ester, separate and purify the resultant alcohol and acid, determine several physical and chemical characteristics, and arrive at a logical choice for its identity. Grob, Robert L.; Husk, G. Ronald J. Chem. Educ. 1969, 46, 769.
Quantitative Analysis |
Esters |
Alcohols |
Carboxylic Acids
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Recyclization apparatus for esterification Naff, M. Benton; Naff, Anna S. Describes an apparatus and procedure involved in preparing and distilling n-butyl acetate. Naff, M. Benton; Naff, Anna S. J. Chem. Educ. 1967, 44, 680.
Laboratory Equipment / Apparatus |
Esters
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Preparation and crosslinking of an unsaturated polyester: An organic chemistry experiment Stevens, M. P. Unsaturated polyesters are ideally suited for introducing students to polymer chemistry in the laboratory because they are easy to prepare, the use both condensation and addition polymerization, and they serve to demonstrate the techniques involved in preparing the most widely used polymers. Stevens, M. P. J. Chem. Educ. 1967, 44, 160.
Polymerization |
Esters
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Esterification for the introductory organic laboratory course: A modified Dean-Stark trap Puterbaugh, W. H.; Vanselow, C. H.; Nelson, K.; Shrawder, E. J. Describes a simplified construction for a Dean-Stark trap and its use to determine optimum conditions for the preparation of n-amul acetate. Puterbaugh, W. H.; Vanselow, C. H.; Nelson, K.; Shrawder, E. J. J. Chem. Educ. 1963, 40, 349.
Esters |
Synthesis
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Hydrogen bonding and physical properties of substances Ferguson, Lloyd N. Physical properties influenced by hydrogen bonding considered in this paper include transition temperatures, vapor pressure, water solubility, the ionization of carboxylic acids, stereoisomerism, adsorption, and infrared spectra. Ferguson, Lloyd N. J. Chem. Educ. 1956, 33, 267.
Hydrogen Bonding |
Noncovalent Interactions |
Physical Properties |
Aqueous Solution Chemistry |
Carboxylic Acids |
Stereochemistry |
IR Spectroscopy
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The identification of esters of phenols Carbone, Gabriel The present modification is designed to better characterize esters of phenols and is based on the observations that the potassium salts of phenols are soluble in absolute alcohol wile the potassium salts of organic acids are relatively insoluble in absolute methanol. Carbone, Gabriel J. Chem. Educ. 1953, 30, 315.
Phenols |
Esters |
Qualitative Analysis
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