Questions:

1. Which of the alcohols listed below would not be oxidized in the Bordwell-Wellman test?Give reason for your answer

2-methyl-1-propanol because 2-methyl-1-propanol is a primary alcohol.

2. Write a balanced equation for the reaction of Tollen’s reagent with benzaldehyde.

CH2O + 2OH- + 2Ag (NH3)2 + ---> CH2O2 + H2O + 2Ag + 4NH3

3. Write a balanced equation for the reaction of butanal with Fehling’s reagent

4. Write an equation that accounts for the solubility of benzoic acid in aqueous base.

C6H5COOH + NaOH --> C6H5COONa + H2O

5. What would you expect to happen if a solution of sodium benzoate, NaC6H5COO was acidified? Write an equation for the reaction.

2NaC6H5COO + H2SO4 ----> 2C6H5COOH + Na2SO4