Assuming that benzaldehyde is the limiting reagent for the synthesis of stilbene, that stilbene is the limiting reagent for the synthesis of stilbene dibromide, and that stilbene dibromide is the limiting reagent for the synthesis of diphenylacetylene; what is the overall % yield of diphenylacetylene from benzaldehyde given the percentage yield of each step of the reaction sequence as follows? Give only two significant digits. If the answer is a whole number with two digits, do not include the decimal. 52% 87% benzaldehyde → stilbene → stilbene dibromide 41% Answer: diphenylacetylene Notes: For our multi-step synthesis we cannot just calculate the yield based on starting amount of benzaldehyde and final amount of diphenylacetylene because your group may have been supplemented with commercial material at one or more steps. In truth most chemist use an excess of the least expensive reagent to increase their yield. So in our case benzyltriphenylphosphonium chloride should probably be our limiting reagent.

Assuming that benzaldehyde is the limiting reagent for the synthesis of stilbene, that stilbene is the limiting reagent for the synthesis of stilbene dibromide, and that stilbene dibromide is the limiting reagent for the synthesis of diphenylacetylene; what is the overall % yield of diphenylacetylene from benzaldehyde given the percentage yield of each step of the reaction sequence as follows? Give only two significant digits. If the answer is a whole number with two digits, do not include the decimal. 52% 87% benzaldehyde → stilbene → stilbene dibromide 41% Answer: diphenylacetylene Notes: For our multi-step synthesis we cannot just calculate the yield based on starting amount of benzaldehyde and final amount of diphenylacetylene because your group may have been supplemented with commercial material at one or more steps. In truth most chemist use an excess of the least expensive reagent to increase their yield. So in our case benzyltriphenylphosphonium chloride should probably be our limiting reagent.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter23: Amines

Section: Chapter Questions

Problem 23.67P

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