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Final_sample 1 - Organic Chemistry 201/203 Third Midterm...

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Organic Chemistry 201/203 Third Midterm Examination December 12, 2000 Name (Print) _________________________________ Signature _________________________________ Student Identification Number _________________________________ Problem Points Score I (60 pts) ___________ II (60 pts) ___________ III (60 pts) ___________ IV (60 pts) ___________ V (60 pts) ___________ Total ___________ Notes: (1) Relax! (2) Read questions carefully. (3) Write neatly. (4) Erase incorrect answers thoroughly. (5) Happy holidays.
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2 (I) Write one example of each of the following (3 pts each) (A) A methyl group. (B) A methylene group. (C) A Lewis acid-base reaction that is not also a Brlnsted acid-base reaction. (D) A molecule with a dipole moment. (E) A molecule with no dipole moment ( μ = 0).
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3 (F) A ring compound which contains a bridgehead carbon. (G) A primary hydrogen. (H) A tertiary alcohol. (I) A pair of diastereomers. (J) A good leaving group in an S N 1 nucleophilic substitution reaction.
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4 (K) A meso compound. (L) An allylic halide. (M) A tetrasubstituted alkene. (N) An epoxide. (O) A reagent which will reduce a ketone to an alcohol but will not reduce an ester to an alcohol.
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5 (P) An internal alkyne. (Q) An ether. (R) A peroxybenzoic acid. (S) An alkyl borane. (T) A tertiary radical.
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6 (II) (A) Write the formal charges next to each heavy [nonhydrogen] atom of the following valence bond structures (5 pts/each).
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