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Journal Articles: 40 results
Ethyl Ether  Jay A. Young
Safe handling of ethyl ether are discussed.
Young, Jay A. J. Chem. Educ. 2008, 85, 1185.
Ethers |
Laboratory Management
Vanillin Synthesis from 4-Hydroxybenzaldehyde  Douglass F. Taber, Shweta Patel, Travis M. Hambleton, and Emma E. Winkel
Describes a simple and safe preparation of vanillin from 4-hydroxybenzaldehyde appropriate for undergraduate organic chemistry laboratories.
Taber, Douglass F.; Patel, Shweta; Hambleton, Travis M.; Winkel, Emma E. J. Chem. Educ. 2007, 84, 1158.
Aldehydes / Ketones |
Ethers |
Food Science |
Microscale Lab |
Natural Products |
Synthesis |
Thin Layer Chromatography |
Transition Elements
Octachem Model: Organic Chemistry Nomenclature Companion  Joaquin Palacios
The Octachem model is an educational physical model designed to guide students in the identification, classification, and naming of the chemical structures of organic compounds. In this article the basic concepts of Octachem model are presented, and the physical model and contents are described.
Palacios, Joaquin. J. Chem. Educ. 2006, 83, 890.
Alcohols |
Aldehydes / Ketones |
Alkanes / Cycloalkanes |
Alkenes |
Alkynes |
Amines / Ammonium Compounds |
Esters |
Ethers |
Nomenclature / Units / Symbols
Synthesis of Methyl Diantilis, a Commercially Important Fragrance  William H. Miles and Katelyn B. Connell
Describes the synthesis of a family of fragrances, including the commercially important Methyl Diantilis, and provides an excellent introduction to intellectual property laws.
Miles, William H.; Connell, Katelyn B. J. Chem. Educ. 2006, 83, 285.
Alcohols |
Food Science |
Catalysis |
Ethers |
Industrial Chemistry |
IR Spectroscopy |
Lewis Acids / Bases |
NMR Spectroscopy |
Oxidation / Reduction |
Synthesis
Comparative Methylation of 1,8-Dihydroxy-9,10-anthraquinone: Chemoselectivity in the Organic Chemistry Laboratory  Grigoriy A. Sereda
Describes a laboratory experiment that gives organic chemistry students an example of an environmentally friendly pyrolytic procedure of organic synthesis. Another synthesis with the same reactants teaches the students that appropriate reaction conditions may allow the chemist to perform an organic reaction with high chemoselectivity.
Sereda, Grigoriy A. J. Chem. Educ. 2005, 82, 1839.
Reactions |
Ethers |
Green Chemistry |
Phenols |
Synthesis |
Thin Layer Chromatography |
UV-Vis Spectroscopy
Comment on the Hazards of Peroxide Decomposition  J. C. Jones
The issue under discussionthe presence in ether of peroxides and their explosive decompositionis an important one, and the correspondence referred to is focused on laboratory safety. I believe however that an interesting point of pedagogic value can be gleaned from it.
Jones, J. C. J. Chem. Educ. 2004, 81, 193.
Ethers |
Oxidation / Reduction
The Base-Induced Reaction of Salicylaldehyde with 1-Bromobutane in Acetone: Two Related Examples of Chemical Problem Solving  Holly D. Bendorf and Chriss E. McDonald
Each student performs his or her own experimental work, running one of the two reactions, and acquiring the proton and carbon NMR, IR, and mass spectra. The students work in groups to propose structures for the products and mechanisms for their formation. The students are also asked to address why the reactions take different courses.
Bendorf, Holly D.; McDonald, Chriss E. J. Chem. Educ. 2003, 80, 1185.
Chromatography |
Mass Spectrometry |
NMR Spectroscopy |
Aromatic Compounds |
Aldehydes / Ketones |
Ethers |
Phenols |
IR Spectroscopy
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
Semi-Microscale Williamson Ether Synthesis and Simultaneous Isolation of an Expectorant from Cough Tablets  Ryan G. Stabile and Andrew P. Dicks
Procedure for synthesis of the active ingredient in many well-known, over-the-counter cough syrups - 3-(2-methoxyphenoxy)-1,2-propanediol, an aromaric ether.
Stabile, Ryan G.; Dicks, Andrew P. J. Chem. Educ. 2003, 80, 313.
Chirality / Optical Activity |
Drugs / Pharmaceuticals |
Mathematics / Symbolic Mathematics |
Microscale Lab |
Synthesis |
Stereochemistry |
Applications of Chemistry |
Ethers |
Aromatic Compounds |
Medicinal Chemistry
Epoxide Reactions  Thomas Bertolini
Puzzle involving epoxide reactions.
Bertolini, Thomas. J. Chem. Educ. 2002, 79, 828.
Synthesis |
Epoxides |
Ethers
Synthesis and Characterization of a Gasoline Oxygenate, Ethyl tert-Butyl Ether  Craig J. Donahue, Teresa D'Amico, and Jennifer A. Exline
Procedure for the synthesis and characterization of ethyl tert-butyl ether.
Donahue, Craig J.; D'Amico, Teresa; Exline, Jennifer A. J. Chem. Educ. 2002, 79, 724.
Chromatography |
Synthesis |
Ethers |
Gas Chromatography |
IR Spectroscopy |
Qualitative Analysis
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
Grignard Reactions in "Wet" Ether  David H. Smith
A small laboratory ultrasonic bath can be used to initiate the Grignard reaction of alkyl or aryl bromides in regular laboratory-quality, undried, diethyl ether and in simple undried test tubes.
Smith, David H. J. Chem. Educ. 1999, 76, 1427.
Synthesis |
Microscale Lab |
Grignard Reagents |
Ethers
A New GC-MS Experiment for the Undergraduate Instrumental Analysis Laboratory in Environmental Chemistry: Methyl-t-butyl Ether and Benzene in Gasoline  Dinh T. Quach, Nancy A. Ciszkowski, and Barbara J. Finlayson-Pitts
In addition to illustrating the fundamentals of GC and MS, this experiment demonstrates (i) the use of internal standards to improve precision; (ii) the application of the method of standard additions; and (iii) the importance of techniques such as selected ion extraction/monitoring in the identification and measurement of specific highly volatile organic compounds in complex environmental mixtures.
Quach, Dinh T.; Ciszkowski, Nancy A.; Finlayson-Pitts, Barbara J. J. Chem. Educ. 1998, 75, 1595.
Instrumental Methods |
Chromatography |
Mass Spectrometry |
Quantitative Analysis |
Gas Chromatography |
Aromatic Compounds |
Ethers
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
Microscale Synthesis of the Natural Products Carpanone and Piperine  Sloop, Joseph C.
Experimental procedure for synthesizing carpanone and piperine.
Sloop, Joseph C. J. Chem. Educ. 1995, 72, A25.
Synthesis |
Microscale Lab |
Ethers
A source of isomer-drawing assignments  Kjonaas, Richard A.
A comprehensive source from which instructors can choose a wide variety of good isomer drawing examples to use as homework assignments and exam questions.
Kjonaas, Richard A. J. Chem. Educ. 1992, 69, 452.
Stereochemistry |
Alcohols |
Alkanes / Cycloalkanes |
Alkenes |
Aldehydes / Ketones |
Ethers |
Esters |
Alkynes
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
Synthesis of 5-nitrofurfural diacetate and 5-nitrofurfural semicarbazone: An undergraduate laboratory experiment  Li, Xiaorong; Liu, Qianguang; Chang, James C.
Demonstrates how to nitrate an aromatic compound having an aldehyde group that can be oxidized by nitrating agents.
Li, Xiaorong; Liu, Qianguang; Chang, James C. J. Chem. Educ. 1990, 67, 986.
Synthesis |
Aldehydes / Ketones |
Esters |
Ethers |
Electrophilic Substitution |
Aromatic Compounds |
NMR Spectroscopy
The synthesis of substituted benzyl phenyl ethers: An undergraduate organic chemistry experiment  Dilts, Kimberly; Durand, Marc
The experiment presented here presents a convenient and safe procedure for the semimicro SN2 Williamson synthesis of benzyl phenyl ethers.
Dilts, Kimberly; Durand, Marc J. Chem. Educ. 1990, 67, 74.
Synthesis |
Ethers |
Titration / Volumetric Analysis
A continuous ether/water extractor  Choney, J. H.; Adkins, M. W.; Eisenbraun, E. J.
Design for a continuous ether/water extractor.
Choney, J. H.; Adkins, M. W.; Eisenbraun, E. J. J. Chem. Educ. 1987, 64, 970.
Ethers |
Laboratory Equipment / Apparatus |
Separation Science
Which will evaporate first?  Stenmark, Allan
The evaporation rate of various short-chain alcohols and diethyl ether are compared.
Stenmark, Allan J. Chem. Educ. 1987, 64, 351.
Physical Properties |
Noncovalent Interactions |
Hydrogen Bonding |
Molecular Properties / Structure |
Alcohols |
Ethers
Drying of grossly wet ether extracts  Burfield, David R.; Smithers, Roger H.
Results of comparisons of desiccant efficiency in drying of water saturated diethyl ether.
Burfield, David R.; Smithers, Roger H. J. Chem. Educ. 1982, 59, 703.
Ethers |
Laboratory Management
An Ether Synthesis Using Phase Transfer Catalysis  Hill, John W.; Corredor, Jorge
Williamson syntheses may be carried out under milder conditions by employing phase-transfer catalyst; anhydrous solvents are nor needed.
Hill, John W.; Corredor, Jorge J. Chem. Educ. 1980, 57, 822.
Ethers |
Synthesis |
Catalysis
Purple benzene revisited  Doheny, Anthony J., Jr.; Ganem, Bruce
A variant of the referenced demonstration using crown ethers.
Doheny, Anthony J., Jr.; Ganem, Bruce J. Chem. Educ. 1980, 57, 308.
Aromatic Compounds |
Molecular Properties / Structure |
Ethers
The preparation of p-cresyl propyl ether by phase transfer catalysis  Rowe, Jeffrey E.
Modifying the referenced procedure to produce aromatics ethers.
Rowe, Jeffrey E. J. Chem. Educ. 1980, 57, 162.
Catalysis |
Synthesis |
Aromatic Compounds |
Ethers
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
"Crown ether" synthesis: An organic laboratory experiment  Field, Kurt W.; Glover, A. Donald; Moroz, Judith S.; Collander, Deborah J.; Kolb, Kenneth E.
The starting materials are readily available and the product, a cyclic polyether, belongs to a class of compounds that has aroused interest in both chemists and biologists.
Field, Kurt W.; Glover, A. Donald; Moroz, Judith S.; Collander, Deborah J.; Kolb, Kenneth E. J. Chem. Educ. 1979, 56, 269.
Ethers |
Synthesis
Aqueous chromic acid oxidation of secondary alcohols in diethyl ether: A convenient undergraduate organic chemistry experiment  Thompson, Kerry L.; Krishnamurthy, S.; Nylund, Thomas; Ravindranathan, M.
A two-phase procedure for the oxidation of secondary alcohols to ketones that is applicable to a wide variety of substrates.
Thompson, Kerry L.; Krishnamurthy, S.; Nylund, Thomas; Ravindranathan, M. J. Chem. Educ. 1979, 56, 203.
Aqueous Solution Chemistry |
Oxidation / Reduction |
Alcohols |
Ethers |
Synthesis |
Aldehydes / Ketones
Phase-transfer catalysis using quaternary 'Onium salts  Mclntosh, J. M.
This article is intended to focus attention on the preparative applications of the catalytic phase-transfer technique.
Mclntosh, J. M. J. Chem. Educ. 1978, 55, 235.
Catalysis |
Ethers |
Solutions / Solvents
Crown ether hazards  Zubrick, J. W.
Little is known of the biological activity of the crown compounds.
Zubrick, J. W. J. Chem. Educ. 1977, 54, 330.
Ethers
Diphenyl ether. A versatile substance for laboratory demonstrations  Cases, Jaime C.
The purification, properties, and uses of diphenyl ether in a variety of demonstrations.
Cases, Jaime C. J. Chem. Educ. 1973, 50, 420.
Ethers |
Solid State Chemistry |
Physical Properties |
Aromatic Compounds
Readily available anhydrous ether solutions of hydrogen chloride  Matuszak, Charles A.; Matuszak, Alice Jean
The procedure described here circumvents most of the problems usually associated with the preparation of anhydrous ether solutions of hydrogen chloride since it uses readily available materials and does not require anhydrous ether or a gas cylinder.
Matuszak, Charles A.; Matuszak, Alice Jean J. Chem. Educ. 1967, 44, 108.
Ethers |
Laboratory Management
Control of hazards from peroxides in ethers  Steere, Norman V.
Examines the types of peroxides found in university laboratories, accidents involving peroxides, preventive measures, the formation of peroxides, testing for peroxides in ethers, and the safe removal of peroxides.
Steere, Norman V. J. Chem. Educ. 1964, 41, A575.
Ethers |
Laboratory Management
A sobering experience with isopropyl ether peroxide  Douglass, Irwin B.
This short note describes the danger inherent in old chemicals, particularly isopropyl ether peroxide.
Douglass, Irwin B. J. Chem. Educ. 1963, 40, 469.
Ethers
Student preparation and manipulation of a gasMethyl ethyl ether  Casanova, Joseph, Jr.
This laboratory involves the preparation of methyl ethyl ether by a Williamson synthesis.
Casanova, Joseph, Jr. J. Chem. Educ. 1963, 40, 41.
Ethers |
Synthesis |
Gases
Use of magnesium sulfate in the preparation of anhydrous ether  Burgstahler, A. W.; Kulier, C. P.; Worden, L. R.
This short note describes the use of magnesium sulfate in the preparation of anhydrous ether.
Burgstahler, A. W.; Kulier, C. P.; Worden, L. R. J. Chem. Educ. 1962, 39, 578.
Ethers |
Synthesis |
Laboratory Management
A student preparation of butyl ether  Smith, William B.
This preparation uses a Dean-Stark tube to separate water from the reaction mixture as it is formed.
Smith, William B. J. Chem. Educ. 1962, 39, 212.
Ethers |
Synthesis |
Laboratory Equipment / Apparatus
Dalton's law of partial pressures  Dutton, Frederic B.
Demonstrates that breaking a sealed ampule of ether in a closed system increases the pressure inside that system.
Dutton, Frederic B. J. Chem. Educ. 1961, 38, A545.
Gases |
Ethers
A continuous ether-extraction apparatus  Holliman, F. G.
The apparatus presented has been constructed to provide both speed of assembly and versatility in respect of volume of solution being extracted.
Holliman, F. G. J. Chem. Educ. 1952, 29, 96.
Laboratory Equipment / Apparatus |
Ethers |
Separation Science