C357_Exam_3__04_comp

C357_Exam_3__04_comp - NAME Last First Cornell University...

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NAME:______________________________________________ Lecture (Circle one) Last First 9:05 10:10 Cornell University Chemistry 357 Fall 2004 Examination III November 11, 2004 Instructions: Read all exam questions completely before answering any one question. You may find it helpful to first answer those questions that you find easier and then return to those you find more difficult. Good Luck!!! Possible Problem Score TOTAL 100 1 4 3 10 4 5 6 7 8 10 12 6 2 8 81 0 9 9 10 9 11 12 Signature:__________________________________________
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Page 1 of 8 1) ( 4 ) Provide IUPAC names for each of the following structures and write your answer on the line to the right of the structure. Be sure to include any appropriate stereochemical designations. a) OH CH 3 b) c) Cl HS e) d) O H 3 C H
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Page 2 of 8 2) ( 8 ) The following cycloheptane compound, shown below, reacts in a bimolecular reaction to produce three products, A , B , and C . Their stereochemical properties are each described. Products B or C , when reacted with hydrogen on platinum, each forma new product, D . Draw the structures of products A , B , C , and D in the boxes. Answers not drawn in the boxes will receive no credit. Br CH 3 NaOCH 3 CH 3 OH ! Chiral Chiral Achiral + + A B C H 2 /Pt Achiral D 3) ( 10 ) Propose a reasonable mechanism to account for the formation of the following product(s). Br H KOH H 2 O OH H !
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P a g e 3 o f 8 4) ( 8 ) For each of the following cyclohexane compounds, draw it in its most stable chair conformation. Circle the chair conformation you want graded for each ( only circled answers will be graded ).
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This note was uploaded on 09/28/2008 for the course CHEM 3570 taught by Professor Ganem, b during the Fall '06 term at Cornell.

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C357_Exam_3__04_comp - NAME Last First Cornell University...

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