Exam2-SP08

Exam2-SP08 - -electron system. 6. (12 points) Draw both...

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CHEM 234 – Exam 2 – Spring 2008 Name: Selected approximate pK a values RCO 2 H 4-5 RSH 7 OH 10 RNH 3 + 9-11 ROH 16 NH 3 38 1. (15 points) Predict the products of the following reactions. If a reaction does not occur (or has a K value less than 10 5 ) indicate no reaction – NR . A) B) C) HS OH CH 3 NHCH 3 O O + OH O + NH 3
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2. (15 points) Draw a complete arrow-pushing mechanism for the following reaction. Include all important resonance structures for any product that is resonance-stabilized. O + O H 3. (5 points) Name the following compound: 4. (5 points) Draw structures for the following compounds: 3- tert -butylcyclopentanol
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5. (12 points) A) Draw all of the important resonance structures for the following ion. Be sure to show arrow- pushing required to get to successive resonance structures. B) Draw an orbital overlap diagram illustrating the
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Unformatted text preview: -electron system. 6. (12 points) Draw both chair conformations for the following compound. Indicate which is more stable. 7. (16 points) A) Draw Newman projections of the MOST stable confomer and the LEAST stable conformer of the following compound. Indicate which is which and eclipsed conformers for the following compound with respect to the bond indicated. B) For the same structure, indicate the stereochemistry for any chiral carbon(s) as R or S . line of sight 8. (20 points) Indicate the relationship for the following pairs of structures. They may be structural (constitutional) isomers - SI , enantiomers - EN , or the same structure - SAME . A) B) C) D) Br H H Br OH i-Pr H OH Br Me Me H H H Br...
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Exam2-SP08 - -electron system. 6. (12 points) Draw both...

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