14. Propose a structure for a compound, C4H7N that has an IR absorption at 2210cm¹ and the following proton, ¹H NMR data: 1.1 8 (3H, triplet) 1.78 (2H, multiplet) 2.2 8 (2H, triplet) a. Calculate the degree of unsaturation for this compound. b. What functional group is indicated by the IR data? c. Propose a structure consistent with the spectral data presented above.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy
Section12.SE: Something Extra
Problem 48AP: The infrared spectrum of the compound with the mass spectrum shown below lacks any significant...
icon
Related questions
icon
Concept explainers
Question
14.
Propose a structure for a compound, C4H7N that has an IR absorption at 2210cm¹ and the following
proton, ¹H NMR data:
1.1 8 (3H, triplet)
1.78 (2H, multiplet)
2.2 8 (2H, triplet)
a. Calculate the degree of unsaturation for this compound.
b. What functional group is indicated by the IR data?
c. Propose a structure consistent with the spectral data presented above.
Transcribed Image Text:14. Propose a structure for a compound, C4H7N that has an IR absorption at 2210cm¹ and the following proton, ¹H NMR data: 1.1 8 (3H, triplet) 1.78 (2H, multiplet) 2.2 8 (2H, triplet) a. Calculate the degree of unsaturation for this compound. b. What functional group is indicated by the IR data? c. Propose a structure consistent with the spectral data presented above.
Expert Solution
steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
IR Spectroscopy of Organic Molecules
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning
Macroscale and Microscale Organic Experiments
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:
9781305577190
Author:
Kenneth L. Williamson, Katherine M. Masters
Publisher:
Brooks Cole
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning