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Assignment_7_Addition_to_carbonyls_Answers

Assignment_7_Addition_to_carbonyls_Answers - CHM 2120...

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CHM 2120 – Assignment 7 ANSWERS In this assignment: - Oxidation of alcohols - Nucleophilic addition to carbonyls - Acetals and derivatives - Wittig reaction - Baeyer-Villiger reaction 1. Provide names for the following compounds a) c) b) d) O O O HO 2 C O ( E )-hept-4-enal ( E )-4-methyl-3-propylhex-4-en-2-one (2 S ,3 S )-2,3-dimethylcyclooctan-1-one (best) cis -2,3-dimethylcyclooctan-1-one (acceptable) S S 4-ethyl-6-oxoheptanoic acid 2. Draw the structure corresponding to the following names: a. (E)-2-butenal b. 2-ethenylcyclohexanone c. 4-oxohexanal O H O O O CH 2 O Ph d. the benzyl carbocation e. 1-phenylethanone (acetophenone) 3. a. Give the product of the following reactions b. Explain, using a mechanism, why the product from parts a and b are different i. OH Na 2 Cr 2 O 7 H 2 SO 4 , H 2 O OH O ii. OH PCC CH 2 Cl 2 O iii. Na 2 Cr 2 O 7 H 2 SO 4 , H 2 O OH O
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