14C_s11_lec01_e01_key

14C_s11_lec01_e01_key - Chemistry 14C Lecture 1 Spring 2011...

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Unformatted text preview: Chemistry 14C Lecture 1 Spring 2011 Exam 1 Solutions Page 1 Statistics : High score, average and low score will be posted on the course web site after exam grading is complete. The exam is ready to be picked up when these numbers are posted. A note about exam keys : The answers presented here may be significantly longer than expected from a student taking the exam. An exam key serves not only to reveal what was expected, but to instruct you as well. To see the projected course grade cutoffs, consult the grading scale on the Chem 14C course web page. 1. C 17 H 20 O 5 For the formula of an organic compound, we write the number of carbons, followed by the number hydrogens, then all remaining elements in alphabetical order . 2. Alcohol, benzene ring (or phenol), ester, alkene, and aldehyde 3. (a) Oleocanthal has 16 sp 2 atoms, 10 lone pairs, and 14 conjugated atoms. (b) The greatest number of atoms that always lie in the same plane is 13 . Conjugated atoms, plus the atoms immediately attached, lie in the same plane. Atoms in separate sets of conjugated atoms do not have to lie in the same plane. Here the conjugated atoms in the largest group are indicated with solid circles, and the coplanar, nonconjugated atoms with dashed circles. C C C C C C C O O H H O O O H H H H H H H 4. A bit more than 109.5 o . The vertex carbon has four attachments (two carbons and two hydrogens), so its geometry is tetrahedral (bond angles of 109.5 o ). The carbon groups are larger than the hydrogens, so the C–C– C bond angle is expanded . 5. Bond B. Bond A and bond C have partial pi bond character due to resonance or conjugation . 6. Cannot determine. Among similar molecules, there is a correlation between color and number of conjugated p- orbitals. However the mere presence of a certain number of conjugated p orbitals does not guarantee a specific color...
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14C_s11_lec01_e01_key - Chemistry 14C Lecture 1 Spring 2011...

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