CH231 Problem set 2

CH231 Problem set 2 - Name: _ CH 231-001, Fall 2009 Dr....

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Unformatted text preview: Name: _ CH 231-001, Fall 2009 Dr. Shaughnessy Problem Set #2 Due: 9:50 AM, 9/29/09 1. For each problem below, provide the missing name or structure. If the stereochen'iistry is indicated, you should include this in your name or structure. trans-1-cyclobutyI—B-propyicyclohexane 2. For each cyclohexane molecule below, draw both chair conformations. Circle thelone that (VJ:- would be more stable. Ho a. b. “ cum! I \x *2 ((513; W3 HO fig ’ C Cl -0 HO "’0H 6H Part of the structure of Sucralose (SplendaTM) made in McIntosh, AL ’1 3. For each reaction step below, label the nucleophile and electrophile in the reaction. Use curved arrows to show the electron motion occu ing in the reaction step. , My ' :3: {f a ‘ g" ” Q 8- CH3eg Na + 7 “ /\/OCH3 + Br“ Na+ a: wwhtlf r = c b 9O + I) \ K 77 /, ., - V {/2 ,— ' ‘ + V! " OH 0. >iv< ___._. :2 \/"H 4. Protonation of the tetraene below provides a resonance stabilized carbocation. Draw 3 additional resonance structures for the carbocation. Circle the most stable resonance structure. Use curved arrows to correctly show the movement of electrons in going from one resonance structure to the next. CH HONo2 + \,f\ I \ / / O/ 3 Q L») 5. Reaction coordinate diagrams a. Based on the reaction coordinate shown, answer the questions below. Reaction Coordinate i. Is the overall reaction endergonic or ii. Circle the transition state or states in t e iagram. 111. How many intermediates are involved in this reaction? I / b. Draw a reaction coordinate diagram that is consistent information for the reaction below. —~ + Na+ Cl— #8? ~>*Cl + Na‘“ Br‘ Br— The first step is endergonic. The overall reaction is exergonic The first step in the reaction is slower than the first step 1 . V L» [if :V’zf',‘ ~ tr , "“ . ’{5‘05‘1 '11fo / L _ ‘ \I/ ’ \ ...
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CH231 Problem set 2 - Name: _ CH 231-001, Fall 2009 Dr....

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