chemistry 242 exam 1 spring 2008

chemistry 242 exam 1 spring 2008 - CHEMISTRY 242 FIRST...

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CHEMISTRY 242 FIRST EXAMINATION February 6, 2008 KEY 1. (10 Points) Illustrate how you can derive the pi molecular orbitals of s-trans butadiene using the "particle in a box" analogy. Show all the molecular orbitals, and draw the sizes and phases of the atomic orbitals as well as you can. Fill in the electrons and note the highest occupied molecular and lowest unoccupied molecular orbital. 2. (10 Points total) For each of the following molecules, label them as aromatic, anti- aromatic, or non-aromatic. B B N N N N N N N aromatic antiaromatic aromatic aromatic aromatic 3. (16 Points) The reaction between methylenecyclohexane and a dilute solution of bromine under the influence of light produces two isomeric substitution products. Using a complete arrow pushing mechanism, predict the two substitution products and show how they are produced.
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dilute Br 2 light two isomeric substitution products + HBr H Br Br Br Br HBr 2 + Br Br Br Br Br Br 4. (16 Points) Cyclopropenone (1) is a very stable compound. It reacts with HBr to form a
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chemistry 242 exam 1 spring 2008 - CHEMISTRY 242 FIRST...

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