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Demonstrations in Organic Chemistry

Gary Trammell
Sangamon State University, Springfield, IL 62794-92493


Note:
Order Item Number: SP-6
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This video is now included in Chemistry Comes Alive! Volume 5.




"Demonstrations in Organic Chemistry" is a videodisc designed to provide visual examples of the chemistry of carbon compounds. These demonstrations are intended to increase student interest and learning by seeing chemical phenomena before analyzing them at the molecular level.

The content of this videodisc is designed for use at both the high school and college level in general and organic chemistry courses. Many demonstrations include practical examples of the chemistry of fuels, food, drugs, dyes, and polymers. Techniques such as the use of the separatory funnel in extraction of an acid and thin layer chromatography of a dye mixture are shown. In addition to chemical demonstrations, some segments show the use and manipulation of models of organic molecules including conformations of alkanes and cycloalkanes, enantiomers, and assignment of R- and S- configuration of chiral centers. Equations explaining many of the reactions are shown at the discretion of the teacher. A set of notes for teachers is included which provides a brief explanation of the reactions and appropriate equations.

The videodisc is arranged by functional groups into nineteen chapters, each with several segments. Chapter and segment titles are:

Side A

  • Chapter 1. Methane: Combustion of Methane Balloons; Combustion of Methane in a Bunsen Burner; Methane Molecular Models.

  • Chapter 2. Conformation of Alkanes and Cycloalkanes: Ethane; Butane; Cyclopropane; Cyclobutane; Cyclopentane; Cyclohexane.

  • Chapter 3. Relationship of Structure to Boiling Point of Alkanes: Boiling Point of a Homologous Series; Models of Straight Chain Alkanes; Boiling Points of Hexane Isomers; Models of Hexane Isomers.

  • Chapter 4. Bromination of Alkanes: Light Initiated Bromination of Pentane; Bromination of Hexane Isomers; Bromination of Alkyl Benzenes.

  • Chapter 5. Oxidation of Alkanes, Alkenes, and Alcohols: Permanganate Oxidation of Cyclohexane, Cyclohexene, and Cyclohexanol; Reaction of Permanganate with Cyclohexane and Cyclohexene; Chromic Acid Oxidation of Cyclohexane, Cyclohexene, and Cyclohexanol; Models of Alkenes.

  • Chapter 6. Addition Reactions of Alkenes: Diels-Alder Reaction of Tetracyanoethylene and Anthracene; Chemiluminescence; Addition of Oxygen to Tetrakis(N,N-dimethylamino)ethylene; Addition of Iodine to alpha-pinene.


    Reaction of I2 with alpha-pinene.

  • Chapter 7. Acetylene--Preparation and Reactions: Preparation and Combustion of Acetylene; Spontaneous Combustion of Acetylene in Chlorine; Molecular Model of Acetylene.

  • Chapter 8. Aromatic Compounds: Molecular Model of Benzene; Bromination of Cyclohexane, Cyclohexene, and Benzene; Reaction of Bromine with Benzene, Phenol, and Toluene; Electron Density of Aromatic Rings--Effect of Electron Donating and Electron Withdrawing Groups; Electron Density of Benzene Rings; Effect of Methyl Groups; Chlorination of Methyl Benzenes; Benzene Model.

  • Chapter 9. Chirality: Chiral and Achiral Objects; R- and S- Configurations; Glyceraldehyde and the Fischer Projection; Polarized Light and Organic Molecules.

Side B

  • Chapter 10. Nucleophilic Substitution Reactions: Solvolysis of i-Propyl versus t-Butyl Bromides--Relative Rate of a 2-degree versus 3-degree Halide; Solvolysis of t-Butyl Chloride and t-Butyl Bromide--Effect of the Leaving Group; Reaction of Sodium Iodide with Bromobutane Isomers; Solvolysis of Bromobutane Isomers; Reaction of Silver Nitrate with Bromobutane Isomers; Solvolysis of t-Butyl Bromide--Effect of Solvent Polarity.

  • Chapter 11. Alcohols: Oxidation of Alcohols with Chromic Acid; Oxidation of Glycerine with Solid Potassium Permanganate; Lucas Test for Primary, Secondary and Tertiary Alcohols; Reaction of Sodium with a Homologous Series of Alcohols.

  • Chapter 12. Aldehydes and Ketones: Patriotic colors; Addition of Bisulfite to Cyclohexanone; 2,4-Dinitrophenylhydrazine Test for Carbonyl compounds; Iodoform Test for Methyl Ketones; Silver Mirror--Tollens Test for Aldehydes; Oxidation of Ascorbic Acid; Aldol Condensation Reactions.

  • Chapter 13. Phenols and Quinones: Decolorization of Crystal Violet; Nitration of Acetaminophen; Ferric Chloride Test for Phenols; Extraction of Dicholorindophenol; Oxidation of Phenols with Sodium Periodate; Crown Ether Catalyzed Oxidation of 2,5-Di-t-butyl-p-cresol; Nucleophilic Addition to Quinones; Chameleon Emulsion.

  • Chapter 14. Aniline and Its Derivatives: pH of Aqueous Ammonia, Cyclohexylamine, and Aniline; Iodination of Aniline.

  • Chapter 15. Carboxylic Acids and Derivatives: Conductivity of Carboxylic Acid Solutions; pH of Acetic Acid Derivatives; Hydrophobic Effect; Acetic Acid/Sodium Acetate Buffer.

  • Chapter 16. Carbohydrates: Dehydration of Sucrose with Sulfuric Acid; Benedict's Test for Reducing Sugars; Blue Bottle; Oxidation of Sucrose with Potassium Chlorate; Osazone Formation.

  • Chapter 17. Proteins: Effect of pH on the Solubility of Casein.

  • Chapter 18. Dyes:Thin Layer Chromatography of Dyes; Multifabric Dyes; Effect of pH on Tartrazine Dyeing; Dyeing with Indigo.

  • Chapter 19. Polymers: Formeldehyde Copolymers; Water Absorbent Polymers; Synthesis of Nylon (6,6)-Nylon Rope; High and Low Density Polyethylene; Combustion of Polyethylene and Polystyrene; Synthesis and Properties of Polystyrene; Thermoplastic Polymers; Beilstein Test for Polyvinylchloride; Preparation of Methyl Methacrylate.

The videodisc medium obviates concerns that normally accompany demonstrations: safety, availability and disposal of reagents, cost and time of constructing apparatus, and visibility of the presentations.

See how this videodisc correlates with organic textbooks.
See how this videodisc correlates with general chemistry textbooks.

Hardware and Software Requirements

"Demonstrations in Organic Chemistry" is a 12-in., double-sided, 60-minute, CAV-type videodisc in NTSC format (it is incompatible with the PAL standard used in many European countries). It may be operated from any videodisc player using a handheld remote-control keypad or a barcode reader.

To make the video presentation visible to students in a classroom either a large-screen color monitor or a color video projection unit will be needed. The size of the monitor (or the need for a projection unit) depends on the size of the class to which the presentation will be made.

Availability

Available: Now

First Published: October 1993

Citation: Trammell, G. . Demonstrations in Organic Chemistry J. Chem. Educ. Software SP6

Keywords: Lecture Aid; Computer Room; Simulation; High School; General; Organic; Demonstrations


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Last Updated: August 17, 2001
Created: December 3, 1996
Created by: J. L. Holmes
Comments to: jceonline@chem.wisc.edu

© 1997 Division of Chemical Education, Inc., American Chemical Society. All rights reserved.