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Journal Articles: 64 results
The Role of Water Chemistry in Marine Aquarium Design: A Model System for a General Chemistry Class  Jeffrey J. Keaffaber, Ramiro Palma, and Kathryn R. Williams
Water chemistry is central to aquarium design, and it provides many potential applications for discussion in undergraduate chemistry and engineering courses. This article uses a hypothetical tank to house ocean sunfish as a model to show students the calculations and other considerations that are needed when designing a marine aquarium.
Keaffaber, Jeffrey J.; Palma, Ramiro; Williams, Kathryn R. J. Chem. Educ. 2008, 85, 225.
Acids / Bases |
Aqueous Solution Chemistry |
Consumer Chemistry |
Oxidation / Reduction |
Stoichiometry |
Water / Water Chemistry
Oxidation of Aromatic Aldehydes Using Oxone  Rajani Gandhari, Padma P. Maddukuri, and Thottumkara K. Vinod
Describes an eco-friendly procedure for the oxidation of aldehydes to carboxylic acids in water or a water-ethanol mixture using Oxone as the oxidant. The use of eco-friendly solvents, a non-toxic reagent, and the elimination of extraction solvents in the procedure demonstrate important green chemistry themes to students.
Gandhari, Rajani; Maddukuri, Padma P.; Vinod, Thottumkara K. J. Chem. Educ. 2007, 84, 852.
Aldehydes / Ketones |
Aromatic Compounds |
Aqueous Solution Chemistry |
Carboxylic Acids |
Green Chemistry |
Mechanisms of Reactions |
NMR Spectroscopy |
Oxidation / Reduction
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
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
Astrochemistry Examples in the Classroom  Reggie L. Hudson
In this article some recent developments in astrochemistry are suggested as examples for the teaching of acid-base chemistry, molecular structure, and chemical reactivity. Suggestions for additional reading are provided, with an emphasis on readily-accessible materials.
Hudson, Reggie L. J. Chem. Educ. 2006, 83, 1611.
Acids / Bases |
Astrochemistry |
IR Spectroscopy |
Molecular Properties / Structure |
Brønsted-Lowry Acids / Bases
Iodolactonization of 4-Pentenoic Acid   R. David Crouch, Alexander Tucker-Schwartz, and Kathryn Barker
Describes an experiment in which 4-pentenoic acid is converted into a lactone via iodolactonization.
Crouch, R. David; Tucker-Schwartz, Alexander; Barker, Kathryn. J. Chem. Educ. 2006, 83, 921.
Alkenes |
Carboxylic Acids |
IR Spectroscopy |
Mechanisms of Reactions |
NMR Spectroscopy |
Reactions |
Synthesis
Ozonolysis Problems That Promote Student Reasoning  Ray A. Gross Jr.
The structural features inherent in acyclic monoterpenes that follow the isoprene rule often lead to unique sets of ozonolysis products from which their structures, excluding stereochemistry, can be determined from molecular formulas only. This article shows how students may elucidate the structures of these compounds by analysis of the oxidative and reductive workup products.
Gross, Ray A., Jr. J. Chem. Educ. 2006, 83, 604.
Aldehydes / Ketones |
Alkenes |
Alkynes |
Carboxylic Acids |
Oxidation / Reduction |
Student-Centered Learning
4-Dimethylaminopyridine or Acid-Catalyzed Syntheses of Esters: A Comparison  Annemieke W. C. van den Berg and Ulf Hanefeld
Students compare acid-catalyzed ester synthesis and the 4-dimethylaminopyridine-catalyzed reaction. Based on the outcome of the experiments, students discuss the different reaction mechanisms and reason why different products are formed.
van den Berg, Annemieke W. C.; Hanefeld, Ulf. J. Chem. Educ. 2006, 83, 292.
Acids / Bases |
Catalysis |
Chromatography |
Esters |
IR Spectroscopy |
NMR Spectroscopy |
Mass Spectrometry |
Synthesis |
Mechanisms of Reactions
Using "Basic Principles" To Understand Complex Science: Nicotine Smoke Chemistry and Literature Analogies  Jeffrey I. Seeman
The HendersonHasselbalch equation calculates the equilibrium distribution of 50:50 for nicotine in its nonprotonated (free base form), relative to its monoprotonated form, at pH of 8 in dilute aqueous solution. This ratio has then been used in the literature to predict the effect of ammonia compounds in tobacco and in smoke on nicotine pyrolysis and smoke chemistry. Experiments demonstrate that neither the thermal chemistry of tobacco alkaloids nor the transfer of nicotine from tobacco to smoke can be explained by the position of the nonprotonated versus monoprotonated form equilibrium in aqueous extracts of tobacco. The high thermal stability of nicotine in air allows nicotine salts to be converted to nonprotonated nicotine and volatilize during heating prior to any substantial decomposition of the nicotine moiety. In contrast, cocaine hydrochloride is thermally unstable and will rapidly decompose upon heating; cocaine hydrochloride must first be converted to its nonprotonated form prior to heating and volatilization.
Seeman, Jeffrey I. J. Chem. Educ. 2005, 82, 1577.
Acids / Bases |
Applications of Chemistry |
Calorimetry / Thermochemistry |
Heterocycles |
pH |
Natural Products |
Gases
Application of ChemDraw NMR Tool: Correlation of Program-Generated 13C Chemical Shifts and pKa Values of para-Substituted Benzoic Acids  Hongyi Wang
An application of ChemDraw NMR Tool was demonstrated by correlation of program-generated 13C NMR chemical shifts and pKa values of para-substituted benzoic acids. Experimental 13C NMR chemical shifts were analyzed in the same way for comparison. The project can be used as an assignment at the end of the first-year organic chemistry course to review topics or explore new techniques: Hammett equation, acidbase equilibrium theory, electronic nature of functional groups, inductive and resonance effects, structurereactivity relationship, NMR spectroscopy, literature search, database search, and ChemDraw software.
Wang, Hongyi. J. Chem. Educ. 2005, 82, 1340.
Acids / Bases |
Equilibrium |
NMR Spectroscopy |
Aqueous Solution Chemistry |
Carboxylic Acids
Demonstrating Encapsulation and Release: A New Take on Alginate Complexation and the Nylon Rope Trick  Andrienne C. Friedli and Inge R. Schlager
Three variations on a classroom demonstration of the encapsulation of droplets and evidence for release of the interior solution are described. The first two demonstrations mimic biocompatible applications of encapsulation. A third encapsulation exercise exploits the irreversible interfacial polymerization of diamine and diacid chloride to form membranes and illustrates the detection of diamine release from the capsule using an indicator.
Friedli, Andrienne C.; Schlager, Inge R. J. Chem. Educ. 2005, 82, 1017.
Biotechnology |
Acids / Bases |
Applications of Chemistry |
Carbohydrates |
Consumer Chemistry |
Membranes
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 FriedelCrafts 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
The Conversion of Carboxylic Acids to Ketones: A Repeated Discovery  John W. Nicholson and Alan Wilson
This article describes the history of the reaction converting carboxylic acids to ketones. The reaction has been rediscovered several times, yet has actually been known for centuries.
Nicholson, John W.; Wilson, Alan. J. Chem. Educ. 2004, 81, 1362.
Synthesis |
Carboxylic Acids |
Aldehydes / Ketones
Keynotes in Organic Chemistry (Andrew F. Parsons)  Joel M. Karty
As a result of the trend towards modularization of chemistry courses, the text attempts to meet the need for smaller, highly focused and accessible organic chemistry textbooks, which complement the very detailed standard texts, to guide students through the key principles of the subject.
Karty, Joel M. J. Chem. Educ. 2004, 81, 651.
Acids / Bases |
Equilibrium |
Mechanisms of Reactions |
Thermodynamics
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
Stearic Acid  Jay A. Young
Properties, hazards, and storage requirements for stearic acid.
Young, Jay A. J. Chem. Educ. 2004, 81, 25.
Laboratory Equipment / Apparatus |
Laboratory Management |
Carboxylic Acids |
Acids / Bases |
Physical Properties
Using Hydrocarbon Acidities To Demonstrate Principles of Organic Structure and Bonding  Andrew P. Dicks
This article demonstrates the utility of hydrocarbon acidity as a teaching tool within the undergraduate classroom. Acidities of compounds containing only hydrogen and carbon vary by at least 50 orders of magnitude. Differences in acidities are rationalized by invoking principles of hybridization, resonance, induction, and aromaticity.
Dicks, Andrew P. J. Chem. Educ. 2003, 80, 1322.
Acids / Bases |
Aromatic Compounds |
Alkanes / Cycloalkanes
Acid–Base Titrations in Nonaqueous Solvents and Solvent Mixtures  Lajos Barcza and Ágnes Buvári-Barcza
Discussion of acid-base theory, the role of hydrogen bonding in acid-base reactions, and promoting, leveling, and differentiating effects.
Barcza, Lajos; Buvári-Barcza, Ágnes. J. Chem. Educ. 2003, 80, 822.
Acids / Bases |
Equilibrium |
Solutions / Solvents |
Titration / Volumetric Analysis |
Enrichment / Review Materials |
Hydrogen Bonding |
Lewis Acids / Bases |
Brønsted-Lowry Acids / Bases
Teaching Introductory Organic Chemistry: 'Blooming' beyond a Simple Taxonomy  Michael D. Pungente and Rodney A. Badger
Applying Bloom's taxonomy to introductory organic chemistry classes in order to help students construct their own understanding of the material rather than simply memorize it; includes examples of questions at the various cognitive levels.
Pungente, Michael D.; Badger, Rodney A. J. Chem. Educ. 2003, 80, 779.
Acids / Bases |
Learning Theories
C–H and C–D Bonds: An Experimental Approach to the Identity of C–H Bonds by Their Conversion to C–D Bonds  Alex T. Rowland
Three experiments that allow students to determine the relative reactivity of C-H bonds that are aliphatic, alpha, benzylic, or aromatic by the ease of substitution of deuterium for oxygen.
Rowland, Alex T. J. Chem. Educ. 2003, 80, 311.
Acids / Bases |
IR Spectroscopy |
Isotopes |
NMR Spectroscopy |
Undergraduate Research |
Alkanes / Cycloalkanes |
Aromatic Compounds |
Carboxylic Acids
The Mechanism of Aqueous Hydrolysis of Nitro Derivatives of Phenyl Phenylmethanesulfonate. An Organic Laboratory Experiment  S. D. Mulder, B. E. Hoogenboom, and A. G. Splittgerber
Synthesis, purification, and characterization of three esters.
Mulder, S. D.; Hoogenboom, B. E.; Splittgerber, A. G. J. Chem. Educ. 2002, 79, 218.
Mechanisms of Reactions |
Molecular Properties / Structure |
Resonance Theory |
Reactive Intermediates |
Equilibrium |
Esters |
Aromatic Compounds |
Brønsted-Lowry Acids / Bases
Formic Acid  Jay A. Young
Properties, hazards, and storage requirements for formic acid.
Young, Jay A. J. Chem. Educ. 2002, 79, 157.
Acids / Bases |
Physical Properties |
Laboratory Management |
Carboxylic Acids
Soap from Nutmeg: An Integrated Introductory Organic Chemistry Laboratory Experiment  Marcio C. S. de Mattos and David E. Nicodem
A sequence of experiments in which trimyristin is extracted, isolated, and purified from nutmeg, then converted to a soap (sodium myristate) and acidified to produce myristic acid.
de Mattos, Marcio C. S.; Nicodem, David E. J. Chem. Educ. 2002, 79, 94.
Natural Products |
Carboxylic Acids |
Consumer Chemistry |
Fatty Acids
pH of Sodium Acetate Solutions  Guy Schmitz
Example of buffering power in deviations of the pH of sodium acetate from calculated values.
Schmitz, Guy. J. Chem. Educ. 2002, 79, 29.
Acids / Bases |
Carboxylic Acids |
pH
Response to Potential-Energy-Only Models (re J. Chem. Educ. 2000, 77, 155-156)  Frank Rioux and Roger L. DeKock
Example of buffering power in deviations of the pH of sodium acetate from calculated values.
Rioux, Frank; DeKock, Roger L. J. Chem. Educ. 2002, 79, 29.
Acids / Bases |
Carboxylic Acids |
pH |
Atomic Properties / Structure |
Quantum Chemistry |
Theoretical Chemistry
Chemical Laboratory Information Profile: Acetic Acid (glacial)  Jay A. Young
Properties, hazards, and storage requirements for acetic acid (glacial).
Young, Jay A. J. Chem. Educ. 2001, 78, 721.
Acids / Bases |
Laboratory Management |
Physical Properties |
Carboxylic Acids
Simulating How a Virus Spreads through a Population: An Introduction to Acid-Base Chemistry in the Organic Chemistry Laboratory  Ronald M. Jarret
The traditional lab exercise that achieves separation of a mixture of 4-aminoacetophenone and benzoic acid by chemically active extraction has been expanded to include an exercise that uses materials from the extraction experiment to simulate how a virus spreads through a population.
Jarret, Ronald M. J. Chem. Educ. 2001, 78, 525.
Acids / Bases |
Separation Science |
Solutions / Solvents |
Aromatic Compounds |
Carboxylic Acids
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
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
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
A General Simulator for Acid-Base Titrations  Robert de Levie
General formal expressions are provided to facilitate the automatic computer calculation of acid-base titration curves of arbitrary mixtures of acids, bases, and salts, without and with activity corrections based on the Davies equation.
de Levie, Robert. J. Chem. Educ. 1999, 76, 987.
Acids / Bases |
Quantitative Analysis |
Titration / Volumetric Analysis
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
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
Crystallization of Supersaturated Sodium Acetate and the Temperature Dependence of the Autoionization Constant of Water  Joseph A. Pergler, Ronald O. Ragsdale, and Thomas G. Richmond
A procedure to qualitatively demonstrate the variation of the autoionization constant of water with temperature.
Pergler, Joseph A.; Ragsdale, Ronald O.; Richmond, Thomas G. J. Chem. Educ. 1995, 72, 1027.
Crystals / Crystallography |
Aqueous Solution Chemistry |
Solutions / Solvents |
Acids / Bases |
Precipitation / Solubility |
Water / Water Chemistry
Ion-Pair Complexation in Moderately Strong Aqueous Acids  Lowell M. Schwartz
Discussion/analysis of ion association in aqueous solution, particularly ion pairing involving the hydronium ion.
Schwartz, Lowell M. J. Chem. Educ. 1995, 72, 823.
Atomic Properties / Structure |
Acids / Bases |
Aqueous Solution Chemistry
Small Scale Determination of the pKa Values for Organic Acids  Flash, Patrick
Determination and interpretation of the pKa values for a series of organic acids as a concrete example of the effect of structure on acid strength.
Flash, Patrick J. Chem. Educ. 1994, 71, A6.
Acids / Bases |
Molecular Properties / Structure |
Carboxylic Acids
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
The acid equilibrium constant is unity! (the author replies)  Thompson, Ralph J.
The interpretation of thermodynamic equilibrium constants by Baldwin and Burchill is quite proper and technically correct.
Thompson, Ralph J. J. Chem. Educ. 1992, 69, 515.
Acids / Bases |
Equilibrium |
Aqueous Solution Chemistry
The chemical logic of life and the earth's biosphere: A simple, one-diagram outline  Ochiai, Ei-Ichiro
This diagram is intended to give a compact overall picture of the chemical logic of life and of the earth's biosphere.
Ochiai, Ei-Ichiro J. Chem. Educ. 1992, 69, 356.
Acids / Bases |
Oxidation / Reduction
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
A One-Step Synthesis of Cinnamic Acids Using Malonic Acid: The Verley-Doebner Modification of the Knoevenagel Condensation  Kolb, Kenneth E.; Field, Kurt W.; Schatz, Paul F.
With this procedure malonic acid itself, rather than its diester, can be effectively condensed with benzaldehyde to produce trans-cinnamic acid.
Kolb, Kenneth E.; Field, Kurt W.; Schatz, Paul F. J. Chem. Educ. 1990, 67, A304.
Microscale Lab |
Synthesis |
Acids / Bases |
Aromatic Compounds |
Aldehydes / Ketones |
Carboxylic Acids
Endocharm and its production in organic chemistry by mastery learning  Afzal, Dawood; Delaware, Dana L.; Fountain, Kenneth R.
Using concept maps in organic chemistry and the difference between rote and meaningful learning.
Afzal, Dawood; Delaware, Dana L.; Fountain, Kenneth R. J. Chem. Educ. 1990, 67, 1011.
Learning Theories |
Acids / Bases
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
The extent of acid-base reactions  Thompson, Ralph J.
How to calculate the equilibrium constant of an acid-base reaction.
Thompson, Ralph J. J. Chem. Educ. 1990, 67, 220.
Acids / Bases |
Reactions |
Equilibrium
Illustrating the inductive effect on acid strength of carboxylic acids  Kolb, Kenneth E.; Kolb, Doris
The effect of various substituents on acid strength can be easily demonstrated using aqueous solutions of various carboxylic acids containing a suitable indicator.
Kolb, Kenneth E.; Kolb, Doris J. Chem. Educ. 1989, 66, 1034.
Acids / Bases |
Carboxylic Acids
Teaching relative acidity in the undergraduate organic chemistry course  Traynham, James G.
The concept of acidity become difficult for students to understand when an instructor goes beyond a few familiar compounds.
Traynham, James G. J. Chem. Educ. 1988, 65, 348.
Acids / Bases
Organic lecture demonstrations  Silversmith, Ernest F.
Organic chemistry may not be known for its spectacular, attention getting chemical reactions. Nevertheless, this author describes a few organic chemistry reactions that put points across and generate interest. This article provides a convenient sources of demonstrations and urges others to add to the collection. Demonstrations concerning: carbohydrates, spectroscopy, proteins, amines, carbohydrates, carboxylic acids, and much more.
Silversmith, Ernest F. J. Chem. Educ. 1988, 65, 70.
Molecular Properties / Structure |
Nucleophilic Substitution |
Acids / Bases |
Physical Properties |
Alkenes |
Stereochemistry |
Enantiomers |
Chirality / Optical Activity |
Aldehydes / Ketones |
Alcohols
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
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
Buffer capacity of various acetic acid-sodium acetate systems: A lecture experiment  Donahue, Craig J.; Panek, Mary G.
Uses indicators to illustrate the response of two buffers with the same initial pH value but differing buffer capacities.
Donahue, Craig J.; Panek, Mary G. J. Chem. Educ. 1985, 62, 337.
Acids / Bases |
pH |
Dyes / Pigments |
Aqueous Solution Chemistry |
Carboxylic Acids
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
A quick and simple conversion of carboxylic acids into their anilides of heating with phenyl isothiocyanate  Ram, Ram N.; Kumar, Pradeep; Mukerjee, Arya K.
In this article, the authors report a quick and easy procedure using phenyl isothiocyanate, which is ideally suited to students.
Ram, Ram N.; Kumar, Pradeep; Mukerjee, Arya K. J. Chem. Educ. 1983, 60, 508.
Carboxylic Acids |
Aromatic Compounds |
Phenols |
Reactions
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
Hydrogen bonding and proton transfer  Joesten, Melvin D.
A review of the types of hydrogen bonds and discussion of the application of spectroscopic and diffraction methods to studies of moderate and strong hydrogen bonds.
Joesten, Melvin D. J. Chem. Educ. 1982, 59, 362.
Hydrogen Bonding |
Acids / Bases |
IR Spectroscopy |
NMR Spectroscopy |
Spectroscopy
p-Carboxystyrene. A Wittig procedure in aqueous medium  Broos, Rene; Tavernier, Dirk; Anteunis, Marc
In this paper, the authors present a student preparation of p-carboxyl group, as it makes the reaction product soluble in alkaline and insoluble in acid medium, provides for an easy way of separation.
Broos, Rene; Tavernier, Dirk; Anteunis, Marc J. Chem. Educ. 1978, 55, 813.
Aqueous Solution Chemistry |
Acids / Bases |
Carboxylic Acids |
Separation Science
Favorskii rearrangement in bridged polycyclic compounds  Chenier, Philip J.
Favorskii rearrangement in bridged polycyclic compounds: This can be classified as an intramolecular rearrangement from carbon to carbon, involving a migrating group Z moving without its electrons from migrating origin A to an electron-rich terminus B.
Chenier, Philip J. J. Chem. Educ. 1978, 55, 286.
Mechanisms of Reactions |
Carboxylic Acids |
Aldehydes / Ketones |
Aromatic Compounds
Imidazole - Versatile today, prominent tomorrow  Matuszak, C. A.; Matuszak, A. J.
Imidazole chemistry has pedagogical utility for all the organic chemistry students pursing careers in the life sciences.
Matuszak, C. A.; Matuszak, A. J. J. Chem. Educ. 1976, 53, 280.
Grignard Reagents |
Aromatic Compounds |
Heterocycles |
Phenols |
Acids / Bases |
Catalysis |
Coordination Compounds |
Hydrogen Bonding
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
Identification of carboxylic acids: Use of N-methylpiperazine and N-phenylpiperazine  Duff, J. G.; Yung, D. K.; Brenner, R. J.; Wilson, B. J.; Racz, W. J.
Demonstrates that N-phenylpiperazine is a useful reagent for the identification of carboxylic acids.
Duff, J. G.; Yung, D. K.; Brenner, R. J.; Wilson, B. J.; Racz, W. J. J. Chem. Educ. 1969, 46, 388.
Carboxylic Acids |
Qualitative Analysis
The intrinsic basicity of the hydroxide ion  Jolly, William L.
Examines the basicity of the hydroxide ion.
Jolly, William L. J. Chem. Educ. 1967, 44, 304.
Acids / Bases
Random and systematic errors in the determination of association constants  Pasternak, R. A.; Brady, A. P.
Examines random and systematic errors in the context of studying association equilibria in solution of carboxylic acids and amides.
Pasternak, R. A.; Brady, A. P. J. Chem. Educ. 1963, 40, 254.
Equilibrium |
Chemometrics |
Carboxylic Acids |
Amides
The decarboxylation of organic acid  March, Jerry
Simple aliphatic acids (except for acetic) do not give good yields of the corresponding alkanes through decarboxylation, although many organic chemistry textbooks cite this as a general method for the preparation of alkanes.
March, Jerry J. Chem. Educ. 1963, 40, 212.
Acids / Bases |
Reactions |
Synthesis |
Alkanes / Cycloalkanes |
Carboxylic Acids
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
A mnemonic for dicarboxylic acids  Cox, Gerald J.
This short note provides a mnemonic for the names of the dicarboxylic acids.
Cox, Gerald J. J. Chem. Educ. 1955, 32, 363.
Acids / Bases |
Nomenclature / Units / Symbols |
Carboxylic Acids