Chem 261 Spr 2008 Exam II

Chem 261 Spr 2008 Exam II - Chemistry 261, Section 1 Exam 2...

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Chemistry 261, Section 1 Name(print) Exam 2 March 20, 2008 PUT ALL ANSWERS ON ANSWER SHEET TO BE TURNED IN. I. REACTIONS – Show the major (predominant) organic product(s) for each reaction below using line- angle drawings NEATLY on the answer sheet. CIRCLE APPROPRIATE WORD(S) with each reaction on Answer Sheet. SHOW H’s ONLY if relevant to stereochemistry or functional group (i.e. for aldehydes). 1. 1. O 3 2. (CH 3 ) 2 S 2. Cl DMSO (solvent) NaCN 3. 1. OsO 4 2. ROOH 4. Cl 2 CCl 4 5. 6. 1. BH 3 2. H 2 O 2 , OH- 1. Hg(OAc) 2 , H 2 O 2. NaBH 4 7. Cl Cl Na 2 S DMSO (solvent)
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Problems 1-6 below refer to the given reaction coordinate diagram. (6 points) Print answers on the answer sheet. Make sure to put a number where question says (#). A B C D E F G M J K N H E N E R G Y Progress of reaction L 1. How many steps (#) does the given reaction have in its mechanism? 2. How many intermediates are there in the mechanism? Give one example (a letter). 3. How many transition states are there in the mechanism? Give one example (a letter). 4. Which step (#) is the rate-determining step? 5. What is the fastest step (#)? 6. Is the reaction ENDERGONIC or EXERGONIC? III. Multiple Choice - Put only ONE clearly readable letter answer on answer sheet. (2 pts ea; 34 total) 1. Which of the following reactions of alkenes takes place with anti stereospecificity? (a) bishydroxylation (treatment with OsO 4 followed by NaHSO 3 ) (b) hydrogenation (treatment with H 2 /Pt) (c) addition of HBr (treatment with HBr) (d) bromohydrin formation (treatment with Br 2 , H 2 O) (e) none of the above 2. Which species is the conjugate acid in the following acid-base reaction? (a) 1
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Chem 261 Spr 2008 Exam II - Chemistry 261, Section 1 Exam 2...

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