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HW #4 Key - Note that you’ll need to look at the...

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Bocknack CH 310M/318M Fall 2008 Graded Homework Problem #04 – Answer Key Deadline : 3:00 p.m., Monday, 9/15/08 LATE WORK WILL NOT BE ACCEPTED OR GRADED!!! This problem is worth a total of 20 raw points. Each correct answer is worth 2 points. The molecule shown below is vinpocetine, which is thought to increase blood circulation in the brain. Preliminary studies have indicated that it may help to reduce brain impairment and dementia in patients who have suffered a stroke. In the line–angle structure given below, no lone pairs are shown explicitly. All atoms in vinpocetine have a formal charge of zero, however. Arrows marked with letters point to various parts of the structure. These letters correspond to the questions below the structure. Answer each of these questions, writing your answer in the appropriate box.
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Unformatted text preview: Note that you’ll need to look at the structure of the entire molecule to answer questions (i) and (j)! N N O O H Vinpocetine (a) What functional group is this C atom (f) Number of H atoms directly bonded to a part of? this C atom? (b) What functional group is this N atom (g) Hybridization of this C atom? a part of? (c) What functional group is this O atom (h) Hybridization of this O atom? a part of? (d) What hybrid orbitals overlap to form this (i) What is the total number of methylene σ bond? groups present in this molecule? (e) What hybrid orbitals overlap to form this (j) What is the total number of lone pairs σ bond? present in this molecule? (a) (b) (c) (d) (e) (f) (g) (h) aromatic ring (arene) amine ester sp 2 –sp 2 sp 3 –sp 2 sp 3 sp 2 7 6...
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