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Chime Exercise Sets |
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Chime Exercises are sets of problems which are assigned as
student homework. Each problem is based on one or more Chime molecular models
embedded in an html page with appropriate questions. Students submit written
answers to the questions on an accompanying worksheet. These problems require
the student to draw clear chemical structures and so strengthen the link
between the computer model and 2 dimensional drawings. The students also
use their textbooks and molecular model sets while working the Chime exercises.
So far about 400 students have been exposed to varying numbers of these Exercises, from 1 to 7 sets in a quarter or semester. Student responses have been overwhelmingly favorable. The courses included Introductory Chemistry, Organic Chemistry, (1-quarter survey for biology majors), Biochemistry (1-quarter survey, taught by the Biology Dept.) and Organic Chemistry (standard 2 semester courses, community college and university). The Exercises are arranged by course with a brief listing of the topics covered in each set. |
Chem 7 |
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| A one quarter
survey of Organic Chemistry taught mainly to junior and senior biology majors
at UC, Santa Cruz. The course textbook was Organic Chemistry by Bailey
and Bailey, 5th ed. |
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| Exercise
1: Molecular structures; Electronegativity; Hybridization; Bond
angles; Formal charge |
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| Exercise
2: Isomers; Cis/trans stereochemistry; Newman projections; Boiling
point; Stability; Nomenclature |
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3: Lewis acid/bases; Resonance; Free radicals; Delocalization;
Electrophilic substitution |
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4: Enantiomers; R-S designation; Fisher projections; Diastereomers |
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5: SN-2 reactions; Energy diagrams; Acidity: conjugate bases;
Solubility |
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6: Carbonyls; pKa; Acetal-ketal; basicity; Stereogenic centers;
Nomenclature |
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Exercise 7:
Carbohydrates; Carbonyls; Saponification; Proteins; Haworth projections;
Hydrophobic-hydrophilic interactions; Amino acids; Acid-base properties
of amino acids; DNA; HIV-protease inhibitors; Spectroscopy: UV & IR |
Chem 12B |
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The second semester of a standard two-semester organic chemistry
course using Morrison & Boyd and McMurry as the textbooks.
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Exercise
1: Cyclohexanes: Ring inversions; Steric interactions;
Disubstituted cyclohexanes; Isomers |
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Exercise
2: Nomenclature (aromatics); Acetal/ketals; Keto-enol tautomerism;
Syntheses; Relative acidities; Electrophilic aromatic substitution; Titration
curves; pKa |
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Exercise
3: Carbohydrates: (Designed as a tutorial to supplement
a CHO lecture). D&L designation; R/S designation; D&L comparison;
Fisher projections; Newman projections; Anti vs. staggered configurations;
Monosaccharide ring closure; Anomeric isomers; Nomenclature; Reducing/non-reducing
sugars; Haworth perspectives; Disaccharides |
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Exercise
4: Proteins:Amino acid characteristics (general structure, zwitterions);
R/S and D/L designations; Peptides; Nomenclature; Resonance forms; Side chain
characteristics (Volume, pKa, Hydrophobic/hydrophilic properties); Acid-base properties;
Isoelectric point |
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Chem 108A |
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| The first quarter of a two-quarter standard organic chemistry
sequence using McMurry, 4th edition as the textbook. |
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| Exercise
1: Bond polarity; Resonance structures; Conjugate bases; Relative
acidities; Ion stability; Molecular orbitals; Atomic orbitals; Hybridization |
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| Exercise
2: Functional groups; Isomers (positional, stereo, constitutional);
Molecular structures; Cyclohexane isomers; Newman projections; Cis/trans
stabilities; Carbocations |
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3: Electrophilic addition; Carbocation rearrangement; Carbocation
stability; Degrees of unsaturation; Nomenclature (cis-trans); Isomers; Steric
interactions; Intramolecular reactions |
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4: Stereogenic centers; R/S designations; Nucleophiles; E-1,
E-2, SN-1, SN-2 comparisons and mechanisms; Intramolecular SN-2 reactions;
Eliminations and substitution reagents; Relative reaction rates |
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Chem 108B |
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| The second quarter of a two-quarter standard organic chemistry
sequence using McMurry, 4th edition as the textbook. |
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| Exercise
5: Benzyllic bromination; Oxidation of alkylbenzene side chains;
Elimination reactions; Electrophilic aromatic substitution; Syntheses; Epoxides |
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| Exercise
6: Carbohydrates: D&L designations/isomerism; R/S
designations; Fisher projections; Newman projections; Staggard/eclipsed
conformations; Ring formation; Alpha/Beta anomers; Carbohydrate nomenclature;
Glycosidic bonds; Mono-, di-, and polysaccharides; Reducing/non-reducing
sugars; Chain-lengthening from D-glyceraldehyde; Amylose, amylopectin, cellulose. |
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Exercise 7: Amino Acids, Peptides & Proteins: General amino acid structure; R/S & D/L designations; Peptide bond formation and structural charactertistics; Nomenclature; Isoelectric point; Side-chain characteristics; Acid-Base properties; Titrations; * Enzymatic activity and structure of protease inhibitors * Carcinogenic effects of cigarette smoke (BAP/DNA interactions) * Insulin: Structure of a protein hormone |
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