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test2white - Organic I Spring 2008 Exam 2 Name 1 Consider...

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Organic I – Spring 2008 - Exam 2 Name: 1. Consider the pairs of molecules drawn below for each case (a-h) and place the number that corresponds to the molecule or ion that best satisfies the question on your answer sheet. JUST THE NUMBER! a) vs b) Better Sn1 solvent c) d) e) vs More nucleophilic vs 1 2 1 2 1 2 1 2 CH 3 O - CH 3 CO 2 - Entropy change during free radical termination negative positive Enthalpy change during free radical initiation vs 1 2 negative positive CH 3 CN CH 3 CO 2 H More reactive to hydrolysis Br Br Reaction produces an Haloacid f) Sn1 Sn2 Gibbs Free Energy changes are favorable when... vs 1 2 g) K eq < 1 K eq > 1 vs 1 2 Proceeds thru a concerted stereoselective mechanism. h) Sn1 Sn2 2. The optical rotation of (R)-2-butanol is… a) dextrorotatory b) levorotatory c) must be determined by a polarimetry experiment. 3. The skeletal structure below represents one of the possible steroisomeric forms of simvastatin (Zocor), a cholesterol reducing medication.
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