Alec wanted to prepare to diene B to use in a subsequent Diels-Alder reaction. He thought he could prepare it via the reaction shown below. However, treatment of the diol (A) with acid yield either ketone (C) as the major product. H,SO, Но. Heat Ph Ph OH A B C a. Give a detail account of how you would determine whether product of the reaction was B or C. Assume that the only method available to you is FT-IR. You must give values for all features of all spectra. b. Provide a detail mechanism as to how compound B and Care formed under the reaction conditions. .

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Chapter1: Chemical Foundations
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Alec wanted to prepare to diene B to use in a subsequent Diels-Alder reaction. He thought he could
prepare it via the reaction shown below. However, treatment of the diol (A) with acid yield either
ketone (C) as the major product.
H,SO,
HO
IPh
Нeat
Ph
Ph
OH
B
C
a. Give a detail account of how you would determine whether product of the reaction was
B or C. Assume that the only method available to you is FT-IR. You must give values for
all features of all spectra.
b. Provide a detail mechanism as to how compound B and C are formed under the reaction
conditions. ..
Transcribed Image Text:Alec wanted to prepare to diene B to use in a subsequent Diels-Alder reaction. He thought he could prepare it via the reaction shown below. However, treatment of the diol (A) with acid yield either ketone (C) as the major product. H,SO, HO IPh Нeat Ph Ph OH B C a. Give a detail account of how you would determine whether product of the reaction was B or C. Assume that the only method available to you is FT-IR. You must give values for all features of all spectra. b. Provide a detail mechanism as to how compound B and C are formed under the reaction conditions. ..
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