Draw the minor resonance contributor(s) to identify all sites of low electron density (-) in the following compound.

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CHM 233 Spring 2023 Extra Credit Assignment (15 points)
Due date: Feb 27th
1. What is the hybridization of the indicated atoms in Ambien (sedative used in the
treatment of insomnia). Make a small table of hybridized and any unhybridized atomic
orbitals for the atoms and indicate how they are used.
2. A. Draw the minor resonance contributor(s) to identify all sites of low electron density
(+) in the following compound.
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B. Draw the minor resonance contributor(s) to identify all sites of low electron density
(-) in the following compound.
3. Draw the most stable chair conformation of glucose.
4. Ascorbic acid (vitamin C) pKa = 4.2 does not contain a carboxylic acid group, but is
fairly acidic. Identify the acidic proton and explain the choice using resonance structures.

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