| Journal Articles: 47 results |
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Quantitative Analysis of Nail Polish Remover Using Nuclear Magnetic Resonance Spectroscopy Revisited Markus M. Hoffmann, Joshua T. Caccamis, Mark P. Heitz, and Kenneth D. Schlecht
Substantial modifications intended for a second- or third-year laboratory course in analytical chemistry are presented for a previously described procedure using NMR spectroscopy to quantitatively determine analytes in commercial nail polish remover. The revised experiment introduces student collaboration to critically interpret a relatively large set of data.
Hoffmann, Markus M.; Caccamis, Joshua T.; Heitz, Mark P.; Schlecht, Kenneth D. J. Chem. Educ. 2008, 85, 1421.
Alcohols |
Aldehydes / Ketones |
Consumer Chemistry |
Instrumental Methods |
Laboratory Equipment / Apparatus |
NMR Spectroscopy |
Quantitative Analysis
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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 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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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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Was the Driver Drunk? An Instrumental Methods Experiment for the Determination of Blood Alcohol Content Jennifer L. Zabzdyr and Sheri J. Lillard
Forensic-based experiment to motivate correct analytical procedures and careful interpretation of data by using gas chromatography with flame ionization detection.
Zabzdyr, Jennifer L.; Lillard, Sheri J. J. Chem. Educ. 2001, 78, 1225.
Chromatography |
Instrumental Methods |
Applications of Chemistry |
Forensic Chemistry |
Quantitative Analysis |
Qualitative Analysis |
Alcohols |
Gas Chromatography
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Ethanol Metabolism and the Transition from Organic Chemistry to Biochemistry Richard D. Feinman
Introducing alcohol dehydrogenase and aldehyde dehydrogenase reactions in organic chemistry to ease transition to biochemistry.
Feinman, Richard D. J. Chem. Educ. 2001, 78, 1215.
Metabolism |
Oxidation / Reduction |
Reactions |
Mechanisms of Reactions |
Alcohols |
Carbohydrates
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Kinetic Isotope Effect in the Chromic Acid Oxidation of Secondary Alcohols Charles E. Harding, Christopher W. Mitchell, and Jozsef Devenyi
The kinetic isotope effect is an invaluable tool in studying certain organic reaction mechanisms. Two activities involving the technique that are suitable for introductory organic laboratory students are described. A simple competition experiment utilizing the benzhydrol?benzhydrol-d1 system and chromic acid oxidation is used to demonstrate qualitatively that there is a kinetic isotope effect involved in this process.
Harding, Charles E.; Mitchell, Christopher W.; Devenyi, Jozsef. J. Chem. Educ. 2000, 77, 1042.
Isotopes |
Kinetics |
Mechanisms of Reactions |
Alcohols |
Oxidation / Reduction
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Computational Investigations for Undergraduate Organic Chemistry: Modeling Markovnikov and anti-Markovnikov Reactions for the Formation of Alkyl Halides and Alcohols Rita K. Hessley
This paper describes how the early introduction of molecular modeling for the study of reaction mechanisms leading to alcohols from alkenes can increase students' involvement in their own learning and can effectively challenge their misapprehension about memorization.
Hessley, Rita K. J. Chem. Educ. 2000, 77, 794.
Computational Chemistry |
Alcohols |
Molecular Modeling |
Mechanisms of Reactions
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Synthesis of Derivatives of (1R)-(-)- and (1S)-(+)-10-Camphorsulfonic Acid Steven C. Cermak and David F. Wiemer
The preparation of optically active (camphorsulfonyl)oxaziridines from commercially available (1R)-(-) and/or (1S)-(+)10-camphorsulfonic acid provides a clear demonstration of the lack of relationship between absolute configuration and optical rotation. The parent sulfonic acid can be converted to the corresponding acid chloride and then to the sulfonamide, sulfonylimine, and finally to an oxaziridine in a series of practical organic laboratory experiments.
Cermak, Steven C.; Wiemer, David F. J. Chem. Educ. 1999, 76, 1715.
Stereochemistry |
Synthesis |
Aromatic Compounds |
Ethers |
Alcohols |
Aldehydes / Ketones |
Acids / Bases
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How To Learn and Have Fun with Poly(Vinyl Alcohol) and White Glue V. de Zea Bermudez, P. Passos de Almeida, and J. Féria Seita
The general behavior of Newtonian, shear-thinning, shear-thickening, thixotropic, negative thixotropic, and viscoelastic fluids is characterized and briefly discussed in terms of existing theoretical models. Whenever possible, examples of these types of fluids taken from everyday life are given for better understanding.
de Zea Bermudez, Verónica; de Almeida, P. Passos; Seita, J. Féria. J. Chem. Educ. 1998, 75, 1410.
Alcohols |
Liquids
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Why Do Alcoholic Beverages Have "Legs"? Todd P. Silverstein
After a sip of wine, "legs" of liquid typically run up and down the inside of the glass for many minutes. This phenomenon stems from the dipole-dipole intermolecular forces that are so important in understanding the physical behavior of aqueous solutions.
Silverstein, Todd P. J. Chem. Educ. 1998, 75, 723.
Noncovalent Interactions |
Aqueous Solution Chemistry |
Learning Theories |
Alcohols |
Hydrogen Bonding
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The Chemical Adventures of Sherlock Holmes: The Baker Street Burning Thomas G. Waddell and Thomas R. Rybolt
A chemical mystery featuring Sherlock Holmes and Dr. Watson.
Thomas G. Waddell and Thomas R. Rybolt. J. Chem. Educ. 1998, 75, 484.
Enrichment / Review Materials |
Forensic Chemistry |
Qualitative Analysis |
Oxidation / Reduction |
Alcohols |
Dyes / Pigments
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The Diels-Alder Reaction of 2,4-Hexadien-1-ol with Maleic Anhydride: A Novel Preparation for the Undergraduate Organic Chemistry Laboratory Course Keith F. McDaniel and R. Matthew Weekly
The reaction of 2,4-hexadien-1-ol with maleic anhydride provides an excellent exercise for undergraduate laboratory courses. In addition to the expected Diels-Alder reaction, which takes place readily in refluxing toluene, subsequent intramolecular cleavage of the resulting bicyclic anhydride by the pendant hydroxy group generates a lactone. Thus, two important organic reactions can be carried out in a single laboratory session.
McDaniel, Keith F.; Weekley, R. Matthew. J. Chem. Educ. 1997, 74, 1465.
Synthesis |
NMR Spectroscopy |
Molecular Properties / Structure |
Alcohols
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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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Mini-scale Oxidation/Reduction in Organic Laboratory Course: 4-Nitrobenzaldehyde/ 4-Nitrobenzyl Alcohol Douglass F. Taber, Yanong Wang, Sebastian Liehr
Oxidation of an alcohol to the aldehyde or ketone, and corresponding reduction back to the alcohol, are two of the most common transformations of preparative organic chemistry. We have found a much more satisfactory combination in 4-nitrobenzyl alcohol and 4-nitrobenzaldehyde: both are crystalline, neither is volatile, and both are strongly UV-absorbing, so they visualize well on TLC.
Taber, Douglass F.; Wang, Yanong; Liehr, Sebastian. J. Chem. Educ. 1996, 73, 1042.
Microscale Lab |
Oxidation State |
Alcohols |
Aldehydes / Ketones |
Aromatic Compounds
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Separation of methylene blue and fluorescein: A microscale undergraduate experiment in column chromatography Svoronos, Paris; Sarlo, Edward
A simple microscale column chromatography experiment that offers a student-friendly introduction to the procedure.
Svoronos, Paris; Sarlo, Edward J. Chem. Educ. 1993, 70, A158.
Chromatography |
Alcohols |
Microscale Lab
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Microscale yeast mediated enantiospecific reduction of vanillin, and the absolute configuration of (-)-(R)-[alpha]-deuteriovanillyl alcohol: A bioorganic chemistry experiment Lee, Moses
An experiment is introduced to a sophomore chemistry course that demonstrates the effeciency and enantiospecificity of microbial/enzyme-mediated reactions and the use of NMR methods in determining the optical activity and absolute configuration of chiral alcohols.
Lee, Moses J. Chem. Educ. 1993, 70, A155.
Enantiomers |
Alcohols |
Bioorganic Chemistry |
Chirality / Optical Activity |
NMR Spectroscopy |
Microscale Lab
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A kinetic study of the isomerization of eugenol: The quantitative use of NMR, GC, and HPLC in a single organic laboratory experiment that demonstrates alternative approaches to solving a problem Peterson, Thomas H.; Bryan, James H.; Keevil, Thomas A.
Description of an experiment that allows students to be aware that there is often more than one approach to designing an experiment,and that the quality of the experimental results often depend on the proper choice of instrument(s).
Peterson, Thomas H.; Bryan, James H.; Keevil, Thomas A. J. Chem. Educ. 1993, 70, A96.
Aromatic Compounds |
NMR Spectroscopy |
Alcohols |
Kinetics
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Liquid chromatographic determination of malic and lactic acids in wine following malolactic fermentation Brogley, John; Mullick, Joydip; Quigley, Michael N.
This lab takes advantage of wine's unique position in society to invite students to participate in an engaging actvity.
Brogley, John; Mullick, Joydip; Quigley, Michael N. J. Chem. Educ. 1993, 70, 507.
Consumer Chemistry |
Food Science |
Acids / Bases |
Chromatography |
Quantitative Analysis |
Alcohols |
Applications of Chemistry
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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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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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Organic Nomenclature (Lampman, Gary) Damey, Richard F.
An interactive tutorial / drill for naming organic compounds.
Damey, Richard F. J. Chem. Educ. 1990, 67, A220.
Nomenclature / Units / Symbols |
Enrichment / Review Materials |
Alkanes / Cycloalkanes |
Alkenes |
Alkynes |
Ethers |
Alcohols |
Amines / Ammonium Compounds |
Phenols
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Getting away from the cookbook in the organic laboratory Potter, Neil H.; McGrath, Thomas F.
An organic laboratory program in which students perform traditional experiments during the first semester followed by intensive independent work the second semester.
Potter, Neil H.; McGrath, Thomas F. J. Chem. Educ. 1989, 66, 666.
Synthesis |
Alcohols
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Safety Warning: Uncontrolled Reaction Smith, David H.
An experimental procedure published recently led to a potentially serious accident.
Smith, David H. J. Chem. Educ. 1989, 66, 359.
Atomic Spectroscopy |
Alcohols
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A series of synthetic organic experiments demonstrating physical organic principles Sayed, Yousry; Ahlmark, Chris A.; Martin, Ned H.
The sequence of reactions described here incorporates several common synthetic organic transformations involving alkenes, alcohols, alkyl halides, and ketones that demonstrate some important principles of physical organic chemistry.
Sayed, Yousry; Ahlmark, Chris A.; Martin, Ned H. J. Chem. Educ. 1989, 66, 174.
Synthesis |
Alkenes |
Alcohols |
Aldehydes / Ketones |
Reactions
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Undergraduate experiments with a long-lived radical (Fremy's salt): Synthesis of 1,4-benzoquinones by degradative oxidation of p-hydroxybenzyl alcohols Morey, J.
The long-lived, stable radical described in this article can be prepared and stored for several months and therefore is an excellent basis for a series of experiments that the author designed for his class.
Morey, J. J. Chem. Educ. 1988, 65, 627.
Aqueous Solution Chemistry |
Free Radicals |
Alcohols |
Aromatic Compounds
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Incorporation of consumer products in the teaching of analytical chemistry Lieu, Van T.; Kalbus, Gene E.
A development and selection of a number of experiments involving the use of common consumer products for incorporation into quantitative and instrumental analysis laboratories.
Lieu, Van T.; Kalbus, Gene E. J. Chem. Educ. 1988, 65, 207.
Applications of Chemistry |
Alcohols |
Acids / Bases |
Food Science |
Consumer Chemistry |
Quantitative Analysis |
Instrumental Methods
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A problem involving organic qualitative analysis Silvert, D. J.
Five different organic compounds are to be identified from the result of three simple qualitative tests on each unknown (dichromate, DNPH, and iodoform tests).
Silvert, D. J. J. Chem. Educ. 1987, 64, 971.
Qualitative Analysis |
Alcohols |
Aldehydes / Ketones
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Molecular structure: Property relationships Seybold, Paul G.; May, Michael; Bagal, Ujjvala A.
How molecular structure can be represented mathematically and how this can lead to a better understanding of the connection between molecular structures and properties.
Seybold, Paul G.; May, Michael; Bagal, Ujjvala A. J. Chem. Educ. 1987, 64, 575.
Molecular Properties / Structure |
Alkanes / Cycloalkanes |
Alcohols
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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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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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Optical projection experiments to demonstrate new curricula contents Perina, Ivo
Demonstration of experiments by optical projection compared with classic demonstration of experiments has a number of advantages.
Perina, Ivo J. Chem. Educ. 1986, 63, 344.
Alcohols |
Enzymes |
Atmospheric Chemistry
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The design of laboratory experiments in the 1980's: A case study on the oxidation of alcohols with household bleach Mohrig, Jerry R.; Nienhuis, David M.; Linck, Catherine F.; Van Zoeren, Carol; Fox, Brian G.; Mahaffy, Peter G.
Improved safety by replacing chromium(VI) with bleach in the oxidation of an alcohol.
Mohrig, Jerry R.; Nienhuis, David M.; Linck, Catherine F.; Van Zoeren, Carol; Fox, Brian G.; Mahaffy, Peter G. J. Chem. Educ. 1985, 62, 519.
Oxidation / Reduction |
Alcohols |
Mechanisms of Reactions
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Oxidation of alcohols using calcium hypochlorite and solid/liquid phase-transfer catalysis Hill, John W.; Jenson, Jeffrey A.; Henke, Charles F.; Yaritz, Joseph G.; Pedersen, Richard L.
Includes synthesis of an aldehyde from a primary alcohol as well as several ketones from secondary alcohols.
Hill, John W.; Jenson, Jeffrey A.; Henke, Charles F.; Yaritz, Joseph G.; Pedersen, Richard L. J. Chem. Educ. 1984, 61, 1118.
Alcohols |
Oxidation / Reduction |
Catalysis |
Aldehydes / Ketones |
Synthesis
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Analysis of alcohols McCullough, Brother Thomas
Identifying unknown alcohols using boiling point and viscosity measurements.
McCullough, Brother Thomas J. Chem. Educ. 1984, 61, 68.
Alcohols |
Physical Properties |
Qualitative Analysis
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Ethanol from corn: one route to gasohol Maslowsky, Edward, Jr.
The experiment in this article illustrates the preparation of ethanol through the action of enzymes and yeast in whole kernel corn. The purpose is to illustrate as closely as practical the method used either industrially or on the farm to convert corn into ethanol, while a second is to illustrate distillation.
Maslowsky, Edward, Jr. J. Chem. Educ. 1983, 60, 752.
Applications of Chemistry |
Green Chemistry |
Alcohols |
Separation Science
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A reinvestigation of the synthesis of 4-methyl-3-heptanol Hoffman, Robert V.; Alexander, M. D.; Buntain, Gregory; Hardenstein, Richard; Mattox, Cynthia; McLaughlin, Susan; McMinn, Denise; Spray, Scott; White, Steven
A previously reported laboratory may have reported gas chromatographic separation of the 4-methyl-3-heptanol diastereomiers in error. The side reactions in the Grignard reaction account for the observed results.
Hoffman, Robert V.; Alexander, M. D.; Buntain, Gregory; Hardenstein, Richard; Mattox, Cynthia; McLaughlin, Susan; McMinn, Denise; Spray, Scott; White, Steven J. Chem. Educ. 1983, 60, 78.
Hormones |
Alcohols |
Grignard Reagents |
IR Spectroscopy |
NMR Spectroscopy |
Aldehydes / Ketones |
Gas Chromatography |
Synthesis |
Natural Products
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Gas chromatographic determination of methyl salicylate in rubbing alcohol: An experiment employing standard addition Van Atta, Robert E.; Van Atta, R. Lewis
Provides an exercise in standard addition as applied to the gas chromatographic analysis of the methyl salicylate in wintergreen rubbing alcohol.
Van Atta, Robert E.; Van Atta, R. Lewis J. Chem. Educ. 1980, 57, 230.
Alcohols |
Gas Chromatography |
Instrumental Methods
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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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A new synthesis of tertiary alkyl N-aryl-carbamates from isocyanates Bailey, William J.; Griffith, James R.
A simple, convenient, and fast procedure has been developed for the synthesis of tertiary alkyl N-acrylcarbamate from phenyl and 1-naphthyl isocyanates as solid derivatives of tertiary alcohols by the use of lithium tertiary alkoxides as catalysts.
Bailey, William J.; Griffith, James R. J. Chem. Educ. 1978, 55, 809.
Catalysis |
Alcohols |
Synthesis
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Low-cost methanol for HPLC in the educational laboratory Wolfhagen, James L.; Soltes, Ed J.
Method for purifying methanol for use in HPLC.
Wolfhagen, James L.; Soltes, Ed J. J. Chem. Educ. 1977, 54, 619.
HPLC |
Chromatography |
Laboratory Management |
Alcohols
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Syntheses and rearrangements of cage molecules related to cubane Jefford, Charles W.
This article looks at the synthesis of cubane, basketene, miscellaneous homocubane chemistry, snoutene, triqunacene, hypostrophene, tris-homocubane, and catalysis by transition metals.
Jefford, Charles W. J. Chem. Educ. 1976, 53, 477.
Catalysis |
Transition Elements |
Alkenes |
Synthesis |
Aromatic Compounds |
Heterocycles |
Alcohols
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Questions [and] Answers Campbell, J. A.
Six questions requiring an application of basic principles of chemistry. [Debut]
Campbell, J. A. J. Chem. Educ. 1972, 49, 5.
Enrichment / Review Materials |
Vitamins |
Alcohols |
Oxidation / Reduction
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Organic nomenclature, I Liotta, Charles
It is the purpose of this article to call attention to errors and misconceptions in the application of IUPAC Rules of Organic Nomenclature.
Liotta, Charles J. Chem. Educ. 1970, 47, 471.
Nomenclature / Units / Symbols |
Alkanes / Cycloalkanes |
Alcohols |
Heterocycles
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Indene reactions: An organic chemistry laboratory problem Garrison, James A.
Students are given a problem in which they are to determine which of two published accounts of reaction products involving derivatives of idene is correct.
Garrison, James A. J. Chem. Educ. 1970, 47, 300.
Alkenes |
Alcohols
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The martini as an alcoholic solution Kauffman, George B.
Addresses the question, "How many time stronger in alcohol content is a 'strong' martini than the standard variety?"
Kauffman, George B. J. Chem. Educ. 1967, 44, 199.
Alcohols |
Solutions / Solvents
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Periodate cleavage of glycols: A quantitative organic analysis experiment Schenk, George H.
This reaction is much used by organic chemists and uses the familiar standard solutions of iodine and sodium arsenite, common buffers, and stable organic glycols, such as ethylene glycol and pinacol.
Schenk, George H. J. Chem. Educ. 1962, 39, 32.
Quantitative Analysis |
Alcohols |
Reactions
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