Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter45: Synthesis And Bioassay Of Sulfanilamide And Derivatives
Section: Chapter Questions
Problem 5Q
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Question
Treatment of isobutene [(CH3)2C=CH2] with (CH3)3CLi forms a carbanion that reacts with CH2=O to form H after water is added to the reaction mixture. H has a molecular ion in its mass spectrum at m/z = 86, and shows fragments at 71 and 68. H exhibits absorptions in its IR spectrum at 3600−3200 and 1651 cm−1, and has the 1H NMR spectrum given below. What is the structure of H?
![IH NMR of H
3 H
2 H
2 H
1H41H
6.
3
2
ppm
00](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F4fd2fbd4-ba63-4794-b56b-3b12a3d941a5%2F2374fac6-59cc-4f08-912a-a488c6dc9a57%2Fw5mbvse.png&w=3840&q=75)
Transcribed Image Text:IH NMR of H
3 H
2 H
2 H
1H41H
6.
3
2
ppm
00
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