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310NHWSet6ans - Homework Problem Set 6 Iverson CH310N Due...

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Homework Problem Set 6 Iverson CH310N Due Wednesday, March 11 Chemistry 310N Dr. Brent Iverson 6th Homework March 4, 2009 NAME (Print): _____________________________ SIGNATURE: _____________________________ Please print the first three letters of your last name in the three boxes
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Homework Problem Set 6 Iverson CH310N Due Wednesday, March 11 Score: _________
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Homework Problem Set 6 Iverson CH310N Due Wednesday, March 11 1. (10 pts) On the left is drawn the Lewis structure of a simple amide. Draw the two next most important contributing structures in the spaces provided. Be sure to show all lone pairs and formal charges. H C H H C O N H H H C H H C O N H H H C H H C O N H H 2. (6 pts) Because of the resonance you described with the above structures, several atoms of an amide bond are in the same plane. On the amide below, circle all the atoms that are in the same plane. Think carefully about this one!! C C N O H C H H H H H H 3. (4 pts) In the boxes provided, write the hybridization state of the given atoms. C C N O H C H H H H H H sp 3 sp 3 sp 2 sp 2 C C N O H C H H H H H H 4. (6 pts) In the spaces given, answer the question as "yes" or "no". Does this bond rotate freely? Does this bond rotate freely? Does this bond rotate freely? Yes Yes No! Note that one of the H atoms on the methyl groups will also be in the same plane at times, depending on the exact conformation. The atoms circled are ones that are always in the same plane.
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Homework Problem Set 6 Iverson CH310N Due Wednesday, March 11 5. (8 pts) Carboxylic acids exist in solution as characteristic "dimers". Draw the structure of the dimer formed by butanoic acid, CH 3 CH 2 CH 2 CO 2 H.
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