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organic chemistry

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 acidin 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 astoichiometric amount of lithium tri-tert-butoxyaluminum hydride at –78 °C in diethyl ether, producing compound B. Adding water, she isolates her product, compoundC. The second student takes a different route. She treats benzoic acid with an excess of lithium aluminum hydride (LAH) in diethyl ether, followed by carefuladdition 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, andcompound D below.

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Compou 0 ORU Compound Δ u O41

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