Answers to Exam I version A

Answers to Exam I version A - Answers and explanations 1...

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Answers and explanations 1. For the following empirical formulae, indicate the hybridization of the bolded atom, and the shape of the molecule. (16) Compound sp 2 sp 3 sp 3 sp Hybridization Radical doesn’t get counted; 1lp 2 bonds 4 bonds to central atom 3 bonds to the central carbon 2 bonds to the central carbon Shape bent tetrahedral Trigonal planar or flat linear 2. Draw the following molecules according to their predicted molecular shape. Circle the molecules that are POLAR . (12) 3. The molecule below has a known boiling point. On the left draw an isomer of the given molecule that should have a lower boiling point. On the right, draw an isomer that has a higher boiling point.(8) Isomer with lower boiling point Given molecule Isomer with higher boiling point Any isomer with more branching and no hydrogen bonding Linear molecule without hydrogen bonding Any isomer that is an alcohol 4. Circle the solvent(s) from the list that would be able to dissolve both water and cyclohexane . (6) 1 o f 6
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5. Indicate the formal charge for the following compounds. (6) +1 0 -1 6. Draw all the constitutional isomers for C 5 H 11 F. There are (8) of them. (you do not have to show the hydrogens).(16) Key to solving these efficiently are to find the carbon isomers and then decorate those with the fluorine. There are just 3 carbon isomers. Isomers must have the correct number of hydrogens. Rings and pi bonds have fewer hydrogens than alkanes .
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7. Follow the directions for each of the following ranking problems. (27) Rank from strongest (1) to weakest (3 ) acid 1 2 3 Rank from strongest (1) to weakest (3 ) acid 1 3 2 Rank from Fastest in S N 2 (1) to slowest in S N 2 (3 ) acid 3 2 1 Rank from highest bp (1) to
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