Chem 210-1 F07 Ex1 p02

Chem 210-1 F07 Ex1 p02 - above (4 points) e) One can draw a...

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3. Consider compound 'A' on the right: H C C C H H H = "A" a) what functional group is present in "A"? (2 pts) _______________________________ b) how many sp 3 C's are present in "A"? ________ how many sp 2 ? ________ sp? ________ (2 pts) c) what is the geometry at the carbon atom that has no H's attached? __________________ (2 pts) d) Compound "A" might not ordinarily be considered a proton donor, but in the presence of an excess of very powerful bases, two protons can be removed, sequentially, from that structure - each of those two protons is removed from a different carbon atom of the molecule. Give the full Lewis structure (all atoms, bonds (as sticks), lone pairs and formal charges) for the conjugate base form of "A" after it has undergone the removal of two protons as described
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Unformatted text preview: above (4 points) e) One can draw a resonance form for the conjugate base species in question (d). Provide the best resonance form you can for your answer in (d) - be sure your new resonance form has full octets around each carbon (4 points) f) Even using the extremely powerful bases required to carry out the deprotonations described above, an a l k a n e like propane can NOT be deprotonated in the manner that "A" can. Pick either of the two sites undergoing deprotonation in "A"; specify it (you can use the structure at the top); and explain BRIEFLY what makes that site acidic enough to allow deprotonation. (4 points)...
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This note was uploaded on 02/28/2012 for the course CHEM 210-1 taught by Professor Trzupek during the Fall '08 term at Northwestern.

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