sample_exam_Exam_2 - CHEM 241 SAMPLE EXAM (practice for the...

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CHEM 241 SAMPLE EXAM (practice for the Aug 14 exam) For compounds A-F answer the following: NH 2 CH 3 C O CH 3 CO 2 H OCH 3 CH 3 OH CO 2 CH 2 CH 3 CH 3 CH 2 CHO C O CH 3 F mp 102 bp 77 o C mp 150 o C bp 185 o C mp 87 o C bp 125 o C E D C B A Which compounds above would react as an ‘electrophile’ when reacted with a Grignard reagent? Which compounds above would react as an ‘acid’ when reacted with a Grignard reagent? a. Draw a TLC plate of a mixture of A D and F developed in 50/50 hexane /acetone (Don’t worry about exact Rf values, just show the order of A, D and F) b. Draw the TLC plate above but using a 90/10 hexane acetone developing solvent.
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Write the complete mechanism for step #2 of your 3 step synthesis. Draw the mechanism for the reaction of “benzyne” with tetraphenylcyclopentadienone (the 3 rd step of your synthesis)
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You have just synthesized target molecule A. Compounds B, C and D are the side product of the reaction. Using a flow chart, describe how would you purify A from this mixture.
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This note was uploaded on 06/30/2008 for the course CHEM 241 taught by Professor Unsure during the Spring '06 term at University of Washington.

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sample_exam_Exam_2 - CHEM 241 SAMPLE EXAM (practice for the...

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