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Please answer all parts of the question. Part A. The Cannizzaro reaction involve

ID: 962888 • Letter: P

Question

Please answer all parts of the question.

Part A. The Cannizzaro reaction involves oxidation of an alcohol to a carboxylic acid, yet the reaction is achieved with NaOH, which is not an oxidizing agent. Explain why the oxidation occurs without the use of an oxidizing agent.

Part B. On the next page are the 1H and 13C NMR spectra of an unknown organic molecule whose formula is C6H12O. Determine the structure of the molecule and predict the product(s) if the molecule were subjected to the reaction conditions that you used in this lab (Cannizzro Reaction).

Note: Ignore the triad at 77 ppm in the 13C spectrum due to the NMR solvent.

Part C. For the reaction product(s) that you drew for the previous question, determine the theoretical yield of the product(s) if 5.92 g of the reactant are used in the reaction.

Explanation / Answer

a)Due to the strongly alkaline reaction conditions, aldehydes that have alpha hydrogen atom(s) instead undergo deprotonation there, leading to enolates and possible aldol reactions. Under ideal conditions the reaction produces only 50% of the alcohol and the carboxylic acid (it takes two aldehydes to produce one acid and one alcohol)

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