Partial Periodic Table
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1 CEM 33, Fall 00 Professor Walba Third our Exam November 8, 00 Scores: ) 0 ) 0 3) 0 4) 0 5) 0 00 CU onor Code Pledge: n my honor, as a University of Colorado at Boulder Student, have neither given nor received unauthorized assistance. Name (printed): KEY Signature: Recitation TA Name: Recitation day and time: This is a closed-book exam. The use of notes, calculators, scratch paper, or cell phones will not be allowed during the exam. You may use models brought in a clear ziplock bag. Please put all you answers on the test. Use the backs of the pages for scratch. PLEASE read the questions very carefully! Partial Periodic Table A 8A e A 3A 4A 5A 6A 7A Li Be B C N F Ne Na Mg 3 Al 4 Si 5 P 6 S 7 8 Ar Page of 9
2 ) (0 pts) A. Name the major mechanistic pathway (S N, S N, E, or E) for each of the following reactions. For each reaction the solvent is give under the arrow. C 3 + C 3 C 3 3 C C 3 S N C 3 E C 3 3 C S N each d) C 3 + C 3 E B. For each of the following pairs of nucleophiles, indicate by number the stronger nucleophile in the ethanol solvent (polar, proti, and in DMF solvent (polar, aproti. Each box should have a or a written inside. C 3 C (Et) Solvent N Solvent (DMF) F C 3 C S C 3 C each C 3 C CF 3 C d) C 3 C C 3 C Page of 9 6
3 ) -continued- C. Give the product of each of the following reactions. reaction N + C 3 solvent N reaction P + C 3 solvent P each D. Which of the reactions in part C is faster in methanol solvent? E. Which of the reactions in part C is faster in DMF solvent? Page 3 of 9 4
4 ) (0 pts) Give the single major organic product of each of the following reactions. f appropriate, carefully show stereochemistry using wedges and dashes. f a racemate is formed, show only one enantiomer of the product, and label it rac. Assume chiral starting materials are enantiomerically pure unless they are labeled rac. 4 each C 3 C 3 S 4 - C, Zn-Cu ether rac d) C 3 C 3 e) 3 C 3 C 0 Page 4 of 9
5 3 (0 pts) Propose reagents for accomplishing each of the following reactions. Make your reactions efficient (i.e. the target product should be the major product). More than one step reaction sequences may be required. Be careful to indicate the separate steps in the sequence. 4 each Na S C 3 S Na, acetone Na NaCN CN d) Mg, ether C 3 e) 0 Page 5 of 9
6 4) (0 pts) A) For each of the following pairs of isomers, circle the more stable one. f the isomers have the same stability, label them same. 4 each Page 6 of 9
7 4) -continued- B) Dissolving -bromo--methylbutane () in methanol solvent gives two alkene products, - methyl--butene (), and -methyl--butene (3) as shown below. For this question ignore other possible products. C 3 (solvent) pts 3 Circle the major alkene product of this reaction. Carefully complete the energy diagram below for this reaction. Assume both alkene products and 3 are more stable than the starting bromide, and that the reaction is irreversible. Be careful to indicate the correct relative stability of the two product alkenes and 3. gnore what happens to the. E 6 pts 3 Reaction Coordinate 8 Page 7 of 9
8 5) (0 pts) Propose arrow-pushing mechanisms for each of the following transformations. Show all intermediates in your mechanisms, but do not show transition states. Be sure structures are complete, including all loan pairs. 5 each C 3, C C C 0 Page 8 of 9
9 5) - continued C 3 C 3 5 each C 3 C 3 C 3 d) S 4, + 0 Page 9 of 9
Partial Periodic Table
CEM 3311, Fall 2011 Professor Walba Third our Exam November 17, 2011 scores: 1) 20 2) 20 3) 20 4) 20 5) 20 100 CU onor Code Pledge: n my honor, as a University of Colorado at Boulder tudent, I have neither
Partial Periodic Table
Easily Legible Printed Name: CHEM 3351 (100), Fall 2016 Professor Walba Second Hour Exam October 18, 2016 CU Honor Code Pledge: On my honor, as a University of Colorado at Boulder Student, I have neither
Partial Periodic Table
CHEM 33-00, Fall 03 Professor Walba Third Hour Exam November 9, 03 scores: ) ) 3) 4) 5) CU Honor Code Pledge: On my honor, as a University of Colorado at Boulder Student, I have neither given nor received
Partial Periodic Table
Easily Legible Printed Name: CHEM 3451, Spring 2018 Professor Walba Second Hour Exam March 13, 2018 scores: 1) 2) 3) 4) 5) CU Honor Code Pledge: On my honor, as a University of Colorado at Boulder Student,
Partial Periodic Table
Easily Legible Printed Name: CEM 3351 (100), all 2015 Professor Walba Third our Exam November 17, 2015 scores: 1) 20 2) 20 3) 20 4) 20 5) 20 100 CU onor Code Pledge: n my honor, as a University of Colorado
Partial Periodic Table
Printed ame: CEM 3371, Spring 2015 Professor Walba First our Exam March 10, 2015 CU onor Code Pledge: n my honor, as a University of Colorado at Boulder Student, I have neither given nor received unauthorized
Partial Periodic Table
Easily Legible Printed Name: CEM 3351 (100), Fall 2015 Professor Walba econd our Exam ctober 20, 2015 CU onor Code Pledge: n my honor, as a University of Colorado at Boulder tudent, I have neither given
Partial Periodic Table
CEM 33-00, Fall 203 Professor Walba First our Exam September 24, 203 scores: ) 20 2) 20 3) 20 4) 20 5) 20 CU onor Code Pledge: n my honor, as a University of Colorado at Boulder Student, I have neither
Partial Periodic Table
Easily Legible Printed Name: CEM 3351 (100), Fall 2015 Professor Walba First our Exam September 22, 2015 CU onor Code Pledge: n my honor, as a University of Colorado at Boulder Student, I have neither
Partial Periodic Table
Easily Legible Printed Name: CEM 3311 (300), Fall 2014 Professor Walba First our Exam September 23, 2014 scores: 1) 2) 3) 4) 5) CU onor Code Pledge: n my honor, as a University of Colorado at Boulder Student,
Partial Periodic Table
Easily Legible Printed Name: CHEM 3351 (100), Fall 2016 Professor Walba Third Hour Exam November 15, 2016 CU Honor Code Pledge: On my honor, as a University of Colorado at Boulder Student, I have neither
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Partial Periodic Table
EMITY 3331, pring 2005 Professor Walba Final Exam, May 3 U onor ode Pledge: n my honor, as a University of olorado at oulder tudent, I have neither given nor received unauthorized assistance. scores: 1)
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