Given the following 13C NMR signals, construct a structure for the unknown compounds. A. Molecular formula: C4H10OBroadband decoupled: 69.3 δ, 32.1 δ, 22.8 δ, 10.0 δDEPT-90: 69.3 δDEPT-135 (positive): 69.3 δ, 22. 8 δ, and 10.0 δDEPT-135 (negative): 32.1 δ B. Molecular formula: C6H14ODEPT-135 (positive): 14.1 δDEPT-135 (negative): 22.7 δ, 25.3 δ, 31.8 δ, 32.2 δ, 62.8 δC. Molecular formula: C7H12O2Broadband decoupled: 19.1 δ, 28.0 δ, 70.5 δ, 129.0 δ, 129.8 δ, 165.8 δDEPT-90: 28.0 δ, 129.8 δDEPT-135 (positive): 19.1 δ, 28.0 δ, 129.8 δDEPT-135 (negative): 70.5 δ, 129.0 δ

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Given the following 13C NMR signals, construct a structure for the unknown compounds. A. Molecular formula: C4H10O Broadband decoupled: 69.3 δ, 32.1 δ, 22.8 δ, 10.0 δ DEPT-90: 69.3 δ DEPT-135 (positive): 69.3 δ, 22. 8 δ, and 10.0 δ DEPT-135 (negative): 32.1 δ

Given the following 13C NMR signals, construct a structure for the unknown compounds. A. Molecular formula: C4H10O Broadband decoupled: 69.3 δ, 32.1 δ, 22.8 δ, 10.0 δ DEPT-90: 69.3 δ DEPT-135 (positive): 69.3 δ, 22. 8 δ, and 10.0 δ DEPT-135 (negative): 32.1 δ

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

Chapter17: Carboxylic Acids

Section: Chapter Questions

Problem 17.17P

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Concept explainers

NMR Spectroscopy

NMR stands for Nuclear Magnetic Resonance in which the study of different molecules is done based on the interaction of radiofrequency electromagnetic radiations with the nuclei of molecules placed in a strong magnetic field. A precise study of spectra of visible light and all bands of electromagnetic radiation is called spectroscopy.

Question

Given the following 13C NMR signals, construct a structure for the unknown compounds.

A. Molecular formula: C₄H₁₀O

Broadband decoupled: 69.3 δ, 32.1 δ, 22.8 δ, 10.0 δ
DEPT-90: 69.3 δ
DEPT-135 (positive): 69.3 δ, 22. 8 δ, and 10.0 δ
DEPT-135 (negative): 32.1 δ

B. Molecular formula: C₆H₁₄O

DEPT-135 (positive): 14.1 δ
DEPT-135 (negative): 22.7 δ, 25.3 δ, 31.8 δ, 32.2 δ, 62.8 δ

C. Molecular formula: C₇H₁₂O₂

Broadband decoupled: 19.1 δ, 28.0 δ, 70.5 δ, 129.0 δ, 129.8 δ, 165.8 δ
DEPT-90: 28.0 δ, 129.8 δ
DEPT-135 (positive): 19.1 δ, 28.0 δ, 129.8 δ
DEPT-135 (negative): 70.5 δ, 129.0 δ

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