4. A structure of molecular formula C5H₁2O has the following NMR: ¹H NMR (300 MHz, CDC13, 21C) 80.92 ppm (t, 3H, J = 7 Hz), 1.20 (s, 6H), 1.50 (q, 2H, J = 7Hz), 1.64 (broad singlet, 1H). What is the chemical shift of each of the three lines in the triplet signal at 0.92 ppm? Propose a reasonable structure given the ¹H NMR data.

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
Chapter14: Mass Spectrometry
Section: Chapter Questions
Problem 14.37P
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4. A structure of molecular formula C5H₁2O has the following NMR:
¹H NMR (300 MHz, CDC13, 21C) 80.92 ppm (t, 3H, J = 7 Hz), 1.20 (s, 6H), 1.50 (q, 2H, J = 7Hz), 1.64 (broad
singlet, 1H).
What is the chemical shift of each of the three lines in the triplet signal at 0.92 ppm?
Propose a reasonable structure given the ¹H NMR data.
Transcribed Image Text:4. A structure of molecular formula C5H₁2O has the following NMR: ¹H NMR (300 MHz, CDC13, 21C) 80.92 ppm (t, 3H, J = 7 Hz), 1.20 (s, 6H), 1.50 (q, 2H, J = 7Hz), 1.64 (broad singlet, 1H). What is the chemical shift of each of the three lines in the triplet signal at 0.92 ppm? Propose a reasonable structure given the ¹H NMR data.
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