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. benza Idehy de Notes: 66% stil be ne 23% stilbene dibromi de 66% dipheny lacetyle ne

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
Chapter11: Ethers, Epoxides, And Sulfides
Section: Chapter Questions
Problem 11.37P: Following are the steps in the industrial synthesis of glycerin. Provide structures for all...
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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.
Transcribed Image Text: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.
benza
Idehy
de
Notes:
66%
stil
be
ne
23%
stilbene
dibromi
de
66%
dipheny
lacetyle
ne
Transcribed Image Text: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. benza Idehy de Notes: 66% stil be ne 23% stilbene dibromi de 66% dipheny lacetyle ne
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