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Assignment_7_Addition_to_carbonyls_answers-1 - CHM 2120...

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CHM 2120 – Assignment 7 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 O O O HO 2 C O a) c) b) d) cis-2,3-dimethylcyclooctanone E -hept-4-enal 4-methyl-3-propylhex-4-en-2-one 4-ethyl-6-oxoheptanoic acid 2. Draw the structure corresponding to the following names: a. ( E )-2-butenal b. 2-ethenylcyclohexanone c. 4-oxohexanal d. the benzyl carbocation e. 1-phenylethanone (acetophenone) O a) c) b) d) e) O O O H H O
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Assignment 7 2 3. a. Give the product of the following reactions b. Explain, using a mechanism, why the product from parts i and ii 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 H iii. OH Na 2 Cr 2 O 7 H 2 SO 4 , H 2 O O iv. PCC OH CH 2 Cl 2 O 4. Can Grignard reactions be conducted in protic solvents? Explain. No. Grignard reagents are strong nucleophiles and strong bases. The pKa’s of their corresponding conjugate acids are usually very high (>30).
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Assignment_7_Addition_to_carbonyls_answers-1 - CHM 2120...

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