Acid catalysis

Draw a mechanism for the following reactions.

Draw a stepwise mechanism for the following reaction.

Two students are given the starting material benzoic acid and are asked to prepare benzaldehyde. The first student starts by refluxing her sample of benzoic acid in thionyl chloride in the fume hood. Upon completion of the reaction, she evaporates the thionyl chloride to isolate compound A. She treats compound A with a stoichiometric amount of lithium tri-tert-butoxyaluminum hydride at –78 °C in diethyl ether, producing compound B. Adding water, she isolates her product, compound C. The second student takes a different route. She treats benzoic acid with an excess of lithium aluminum hydride (LAH) in diethyl ether, followed by careful addition of ethyl acetate to remove any unreacted LAH. She adds water and isolates her product, compound D. Draw the structure for compound A, compound C, and compound D. Draw compound A. Draw compound C. Select Draw Rings More Erase Select Draw Rings More Erase // Cl C C