Organic Chemistry Web-Study Activities: A. Interactive Exercises
Organic chemistry exercises, using various types of interactivity (see parentheses) with computer graphics. (This initial set of exercises is intended to accompany the Organic Chemistry Lecture Projection Graphics Concept Tutorials of the same name.)
NOTE: Not all buttons may work on these trial versions. For example, to quit or exit a unit you may need to close the browser window, rather than click on a button. Exercises with Shockwave 3D and, especially, with QuickTime movies take longer to load. (In the latter case the time given in brackets is the movie loading time estimate for a 56 k modem connection.) Suggested monitor settings: thousands or millions of colors with 800x600 resolution. Exercises with Shockwave 3D may not open properly with older Macs limited to AOL version 5.0 browsers - try typing ".dcr "in place of ".html" in the address line and re-accessing
Comments and suggestions should be sent to Darrell J. Woodman at
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Woodman Home Page
Structure and Bonding
Empirical & Molecular Formulas - Type in empirical formulas for given molecular formulas.
Constitutional Isomers - Compare structures (identical, isomer, or neither) by 3D rotation (3D Shockwave model "drag to rotate" in 3D).
Methane Models - Introductory "Guided Drawing" lesson - methane line formula (2D structure "guided drawing," followed by multiple choice question).
Covalent/Ionic Bonding - Classify the characteristics of different types of bonding ("drag and drop" into categories, followed by multiple choice question).
Lewis Structures: #1 [ONH2]- - Click to add bonds, electrons, formal charges.
Lewis Structures: #2 HONO - Click to add bonds, electrons, formal charges.
Lewis Structures: #3 CH3CNO - Click to add bonds, electrons, formal charges.
Molecular Orbitals - Identify the needed orbital phase colors for various bonding interactions ("click to identify/colorize," followed by multiple choice question).
SP3
Hybridization - Examine the different atomic orbital phase
combinations that lead to the hybrid orbitals ("tie-bar" relationships, followed
by multiple choice question).
SP2
Hybridization - Adjust the orientation of the orbitals in 3D space
(3D Shockwave model "drag to rotate" in 3D, followed by multiple choice
question).
SP
Hybridization - Identify the different types of orbitals and lobes
for an sp-hybridized carbon ("click to identify/colorize," followed by multiple
choice
question).
Methane Bonding - Assemble the sp3 hybrid and hydrogen s orbitals of
methane in 3D space (3D Shockwave model "drag to assemble" a structure in
3D, followed by multiple choice
question).
Ethene
(Ethylene) - Assemble the atoms & bonds of ethylene in 3D space (3D
Shockwave model "drag to assemble" a structure in 3D, followed by multiple
choice question).
Ethyne (Acetylene) - Assemble the bonding orbitals of acetylene in 3D
space (3D Shockwave model "drag to assemble" a structure in 3D, followed
by multiple choice question).
Bond -Line Shapes - Compare connectivity of bond-line structures (same,
isomer, or other) by 3D rotation and rotation about C-C bonds (3D Shockwave
model "drag to rotate" in 3D and C-C bond rotation, followed by multiple
choice
question).
Benzene Resonance - Click on azulene framework bonds to insert
double bonds needed for the contibuting hybrids ("click to
identify/assemble," followed by multiple choice question).
Structure and Properties
Intermolecular Forces - Compare the forces with different combinations of molecules and ions - with ep displays ("drag and drop" to rank, followed by multiple choice question).
London (Dispersion) Forces - Rotate in 3D to compare models of pairs of molecules and rank their relative stabilizations (3D Shockwave models "drag to rotate" in 3D, followed by multiple choice question).
Dipoles,
H-Bonds - Match structures (with ep and charge displays) to boiling points
("drag and drop" to rank, followed by multiple choice question).
Oil & Water (Phase Separation) - Sort structures (with ep displays)
into water soluble/insoluble categories ("drag and drop" to sort, followed
by multiple choice question).
Infrared Spectroscopy
Methane
Dynamics (for IR Introduction) - Assign types of vibration to peaks in
a mock-up spectrum ("drag and drop" to sort, followed by multiple
choice question).
Conformation
Ethane - Examine conformations from different views with an animated ethane ball-stick model rotating about the carbon-carbon bond (animated 3D Shockwave model "drag to rotate" in 3D, followed by multiple choice question).
Propane - Identify selected conformations, using an animated Newman projection of 2,3-dimethylbutane (2D structure "drag to rotate," followed by multiple choice question).
Chair Cyclohexane- Drawing lesson - chairs and axial, equatorial bonds (2D structural formula "guided drawing," followed by multiple choice question).
Chair Chair Interconversion - Click on animation to identify selected conformations (QuickTime animation, followed by multiple choice question). [6 min.]
Stereochemistry
Tetrahedral Stereocenter - Compare structures by rotating a molecular model in 3D (3D Shockwave model "drag to rotate" in 3D, followed by multiple choice question).
R,S-Naming - Click on atom priorities, rotate molecular model in 3D to correct view, click on classification. (click to identify & 3D Shockwave model "drag to rotate" in 3D, followed by multiple choice question).
Three Different Groups - Rotate 3D model to help compare mirror image spiro bicyclic structures, followed by rotatable 3D model showing symmetry plane (3D Shockwave model "drag to rotate" in 3D, followed by multiple choice question).
Reactions, Mechanisms
Acid-Base- Drag the mouse to "draw" the curved arrows of the mechanism, drag components finish assembling product structure formulas, and click on type of equilibrium arrows (curved arrow "guided drawing", 2D "drag to assemble" a structure, and click to identify; followed by multiple choice question).
Acidity, Basicity: #1 - Type in relative acidity rankings (electrostatic potential displays).
Acidity, Basicity: #2 - Type in relative basicity rankings (electrostatic potential displays).
Acidity, Basicity: Substituents: #1 - Type in relative acidity rankings (electrostatic potential displays).
Acidity, Basicity: Substituents: #2 - Type in relative basicity rankings (electrostatic potential displays).
SN2 Mechanism - Drag the mouse to "draw" mrchanism curved arrows and drag to assemble structural components of the transition state ("Guided drawing" of curved arrows and drag to assemble, followed by multiple choice question).
SN1 Mechanism - Drag the mouse to "draw" mrchanism curved arrows and drag to assemble structural components of the intermediate ("Guided drawing" of curved arrows and drag to assemble, followed by multiple choice question).
SN2 Hindrance - Drag to rotate models in 3D to examine SN2 hindrance for cycloalkyl halides (3D Shockwave model "drag to rotate" in 3D, followed by multiple choice question).
E2 Mechanism - Drag the mouse to "draw" mrchanism curved arrows and drag to assemble structural components of the transition state ("Guided drawing" of curved arrows and drag to assemble, followed by multiple choice question).
Epoxidation - Drag the mouse to "draw" the curved arrows of the mechanism (curved arrow "guided drawing," followed by multiple choice question).
Electrophilic Aromatic Substitution - Construct the intermediate arenium ion (2D "drag to assemble" a structure ).
There have been
animated graphics test site at Content List