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1) The Cannizzaro reaction involves oxidation of an alcohol to a carboxylic acid

ID: 957274 • Letter: 1

Question

1) 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

2) 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. (4 points)

You should ignore the triad at 77 ppm in the 13C spectrum due to the NMR solvent.

3) 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

In Cannizzaro reaction, first base is attacked the carbonyl carbon of aldehyde and a hydride ion transferred from this aldehyde to another aldehyde. So, one of the reactant (aldehyde) acts as oxidizig agent.