Provide the correct product for the following series of transformation. Hint: The product has a 1H NMR spectrum with only 2 resonances with relative H integrations of 3:1. 1. Br2 2. 3 eq. NaNH2, NH3 3. CH3I ? Br. Br H3C CH3 A) CH3 C) CH3 B) H- D) -CH3 A B

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions
Section30.SE: Something Extra
Problem 37AP: The 1H NMR spectrum of bullvalene at 100 C consists only of a single peak at 4.22 . Explain.
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Provide the correct product for the following series of transformation. Hint: The product has a H NMR spectrum with only 2 resonances with relative H integrations of 3:1.
1. Br2
2. 3 eq. NaNH2, NH3
3. CH3I
?
Br.
Br
H3C
CH3
A)
CH3
C)
CH3
B)
D)
=CH3
A
B
D
Transcribed Image Text:Provide the correct product for the following series of transformation. Hint: The product has a H NMR spectrum with only 2 resonances with relative H integrations of 3:1. 1. Br2 2. 3 eq. NaNH2, NH3 3. CH3I ? Br. Br H3C CH3 A) CH3 C) CH3 B) D) =CH3 A B D
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