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Organic Chemistry - Midterm 2a

Organic Chemistry - Midterm 2a - CHM 1321 A Mid Term 2...

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1 CHM 1321 A Mid Term 2 Version 1 Answers 1. Name the following compounds ( 6 points ): a) b) Cl Z-3,6-dimethylhept-3-ene Z-6-chloro-2-methylnona-2,6-diene 3 3 2. a. Compare the two hydrogens shown in this compound and circle the one that is more acidic. ( 1 point ) H H a. Draw the two possible conjugate bases ( 2 points ). H H b. For your answer above, identify which of the conjugate bases is more stable and briefly justify your answer ( 4 points ) 2 2 resonance is possible with the compound on the left resonance stabilizes conjugate bases by spreading out the charge 3. a. Compare the two nucleophiles shown in this compound and circle the one that is more nucleophilic. ( 1 point ) HO NH 2 b. What is the most fundamental definition of a nucleophile? ( 1 Point ) Electron pair donor c. Justify your answer for part a ( 4 points ) Nitrogen is to the left of oxygen on the periodic table (1 Point) Nitrogen is therefore less electronegative than oxygen (1 Point) Nitrogen holds electrons less tightly than oxygen (1 Point)
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