CH221_Practice_Exam_3

CH221_Practice_Exam_3 - 1. Draw the structure of the major...

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Br NC CN H 3 C H H CH 3 NBS CCl 4 , heat HOC(CH 3 ) 3 KOC(CH 3 ) 3 1 equiv HCl 1 equiv HCl kinetic control thermodynamic control heat heat heat Na 2 Cr 2 O 7 H 2 O, H 2 SO 4 , heat H 2 Pd NBS CCl 4 , heat Na, NH 3 CH 3 CH 2 OH A B + C cis or trans ring stereochemistry D E F G + H L M N O 1. O 3 2. H 2 O dilute H 2 SO 4 HgSO 4 P Q Br CH 3 Br CH 3 Br OTs HOCH 2 CH 3 HOCH 2 CH 3 NaOCH 2 CH 3 1 equiv. NaOCH 3 HOCH 3 I J K CH 3 CCH OTs 1. NaNH 2 , NH 3 2. R 1. Draw the structure of the major organic product for each of the following. For A, B and F draw the mechanism in the indicated boxes on your answer sheet. Circle the appropriate notation for this disubstituted reactant on your answer sheet. CH221 spr 00 Exam 3 OMIT OMIT
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I H H HO OH ( R )-2-iodobutane Reagent 1 ( S )-2-butanol 2-butanol (no longer optically pure) + Reagent 2 trans -2-butene trans -2-butene Reagent 3 iii) NaOH in ethanol-water i) H 2 O in ethanol ii) KOC(CH 3 ) 3 in HOC(CH 3 ) 3 A) Match the reagent with the products. Use each one once. I B) KOC(CH 3 ) 3 in HOC(CH 3 ) 3 D) Br
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CH221_Practice_Exam_3 - 1. Draw the structure of the major...

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