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pset1_s05_MIT - Massachusetts Institute of Technology...

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Massachusetts Institute of Technology 5.12, Spring 2005 Problem Set #1 Due: February 10, 4:00 pm 1. Assign formal charges to each atom below (a formal charge of zero is assumed if no charge is indicated). Cross out the configurations that are not reasonable, and provide an explanation (large charge - greater than +/- 1, incomplete octet, octet exceeded). Br C C N O C O N N O H O O F B N 2. Reorient the molecule at the left to match the partially drawn perspective at the right. Complete the drawing at the right by adding the two missing substituents at their correct positions. Build a model if necessary. CH 2 CH 3 F a) F H 3 C H H H CH 3 b) F CH 2 CH 3 H CH 2 CH 3 1
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Massachusetts Institute of Technology 5.12, Spring 2005 3. Provide Kekulé structures for the following molecules, including all major resonance contributors (no more than 2 formal charges, no formal charge greater than +/- 1). a) N 2 b) CH 3 CO 2 Na c) O 3 4. Label all of the functional groups in amoxicillin, an antibiotic from the penicillin family.
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