a 22 points Below is drawn a skeletal Lewis structure for...

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General, Organic, & Biological Chemistry
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Chapter 12 / Exercise 12-48
General, Organic, & Biological Chemistry
Stoker
Expert Verified
CHEMISTRY 2070 PRELIM II ANSWERS November 8, 2012 Your Name: ( Please print ) Last First CORNELL NetID Day and Time of Your Lab Section: Lab TA: Complete academic integrity is expected of all students of Cornell University at all times, whether in the presence or absence of members of the faculty or teaching staff. Understanding this, I declare that I shall not give, use, or receive unauthorized aid in this examination. Your Signature: There are 6 (multipart) questions and a total of 13 pages (including this cover sheet, a blank page after all the questions, a page of potentially useful facts and a periodic table at the end). Make sure that your examination booklet is complete. The prelim is not designed with the idea that all, or necessarily any of you, will complete each and every question. Work strategically; if you find a problem that seems to require a large amount of time, you should probably work on other questions first. . . and when you return, try a different approach! Write your answers directly on these sheets. Use the blank page, or if necessary the backs of pages, but clearly indicate on the problem page where work can be found. If you need to include additional pages, please attach them securely to the rest of the test book. Be brief, concise, and neat. Proctors are not allowed to interpret questions for you. No additional formulas, or values of fundamental constants, are required to answer these questions; if you believe that there is missing information, please check to make sure that you have taken advantage of any information provided to you in the problem. You may leave when you are finished, except in the final minutes of the exam. Please do so quietly after turning your paper. Question 1. (32) Question 2. (32) Question 3. (34) Question 4. (28) Question 5. (21) Question 6. (28) Total (175) Show your work! (Unless you don’t care to receive partial credit). 1
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General, Organic, & Biological Chemistry
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Chapter 12 / Exercise 12-48
General, Organic, & Biological Chemistry
Stoker
Expert Verified
1. (a) (22 points) Below is drawn a skeletal Lewis structure for the molecule carvone, which you sniffed in class. i. Add bonds and/or lone pairs as required so that the picture represents a Lewis structure indicating bonding patterns in the molecule carvone. ii. How many σ bonds (most easily, classified by the atoms connected, as indicated) and how many π bonds (of any kind) are found in this molecule? iii. If this molecule exists in distinct stereoisomers, indicate by placing a star ( * ) next to the relevant optical center(s). (Please do not infer any information from the lengths or orientations of bonds in the skeletal structure; they are drawn solely to indicate connectivities!). (b) (10 points) There are 10 C atoms in the skeleton of carvone show above. For the molecule as you have drawn it , count the number of sp , sp 2 and sp 3 hybridized centers (at the C atoms, only!). # sp centers # sp 2 centers # sp 3 centers zero 5 5 2

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