E3,241b,S08,day

E3,241b,S08,day - EXAM 3 ( day) CHEMISTRY 241b April 11,...

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Unformatted text preview: EXAM 3 ( day) CHEMISTRY 241b April 11, 2008 Dr. Spurgeon ANSWER KEY _________________________________________________________________________________________ 1. (18 points) Complete the following reaction schemes by providing the required information. The starting materials must be IUPAC recognized names, the products must be structural formulas, and the reaction names must be accurate. a. 2-Methylcyclopentanone b. Diethyl malonate c. 1. 1.1 eq. LDA, -78 o C 2. CH 3 CO 2 Et Name of reaction 1. NaOEt 2. 3. NaOEt 4. 5. H 3 O + , heat 1. NaOEt 2. MVK 3. H 3 O + 1. NaOEt 2. H 3 O + , heat (Name of overall process) O O COOH CH 3 CH 2 CH 2 Br CH 3 Br Claisen Malonic Ester Syn. Robinson annulation O O O O 2. (37 points) Complete the following reaction schemes: COOH PBr 3 , Br 2 H 2 O Name of this reaction: SOCl 2 , pyridine CuLi 2 NH 3 NaOEt, EtOH 1. CH 3 CH 2 MgBr 2. Work-up CHO xs. Br 2 KOH Name of this reaction: 1. LDA, -78 o C 2. EVK 3. H 3 O + 1. NaOEt 2. H 3 O...
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E3,241b,S08,day - EXAM 3 ( day) CHEMISTRY 241b April 11,...

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