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.
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.
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:Draw compound D.
Select Draw Templates More
||| ||| C H O
د
Erase
O
Transcribed Image Text:O Macmillan Learning
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.
Select Draw Templates More
G
C H 0
Cl
Erase
Q2 Q
Draw compound C.
Select Draw Templates More
45
с
H O
Erase
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