Exam_4_Key_%%28Fall_2006%%29

Exam_4_Key_%%28Fall_2006%%29 - CHEMISTRY 2211 EXAM IV...

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CHEMISTRY 2211 EXAM IV NOVEMBER 29,2006 SCORE Be sure to read each question carefully. Partial credit will be assigned where appropriate. To receive full credit you must answer the question completely. Relax and good luck!! =it CA 1. 7 1. (7 points) Rank the following compounds from fastest (1) to slowest (7) for rcl o undergoing electrophilic aromatic substitution by reaction with Br;! I FeBr3. u3 + .r( 2. 10 M 5 d + 3. 1% z 4 4. $2 I 5. l 9. C v) I .b 7 5 6 3 6. 1 5 7. I4 8. 4 cr TOTAL 100 z 4 I 2. (10 points) Place an asterisk at every chirality center in betamethasone. How many total k possible stereoisomers are there for betamethasone? 256 bebm ethasone
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3. (12 pints) wn~cn L;UIIJ~WUJICI ill vr rv.-r . . -- -. the slowest (circle) in an SN2 reaction with hydroxide ion (OH-)? Indicate your reasoning. a) CH3Br (CH3)2CHB 0 CH3CH2Br Steric hinderance or least substituted react the fastest ! CH3CH2Cl CH3CH20Tos Anion of stronger acid / (like TosOH) is a I better leaving group Underline the fastest reaction in each of the following groups. Indicate your reasoning.
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Exam_4_Key_%%28Fall_2006%%29 - CHEMISTRY 2211 EXAM IV...

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