Chemistry Examination: University of Memphis, CHEM 3311, Fall 2003, Dr. Abby Parrill, Exams of Organic Chemistry

Download Chemistry Examination: University of Memphis, CHEM 3311, Fall 2003, Dr. Abby Parrill and more Exams Organic Chemistry in PDF only on Docsity! Name: UNIVERSITY OF MEMPHIS Department of Chemistry CHEM 3311 Unit I Examination, Fall 2003 Dr. Abby Parrill 1. Fill in the blanks in the following table (2% each blank=16%). Condensed Structure Line Structure Name Functional Group Names Expected IR Peak Positions Z-2-heptene OH 2. Order the following structures based on increasing boiling points. Provide a brief explanation for your order (5% order, 6% explanation=11%). OH OH F F A B C D E Lowest Highest 3. a. Draw the structures of the two lowest energy conformations of trans-1,4-dimethylcyclohexane. a. Are these two conformations you drew identical, enantiomers, or diastereomers? b. Identify the relative energies of the two structures (either same, or indicate the higher and lower energy conformation). c. Briefly explain your relative energies. Conformation 1 Conformation 2 Structures (a) (4%) Relationship (b) (2%) Relative Energies (c) (2%) Energy Explanation (d) (2%) 4. Identify the hybridization and geometry of the underlined carbon atom in the following structures. (3% per structure = 9%) Hybridization Geometry a. CH3CH2CH3 b. CH2=CHCH3 c. CH =CCH3 5. Order the carbocations below from least stable to most stable. Provide a brief explanation for the most and least stable. (5% order, 6% explanation=11%) H H CH3 H H NO2 H3C H CH3 H H OH H H H A B C D E Least Most