Macmillan LearningStackedDeduce the structure that fits the given data.• Molecular formula: C₂H₁00• Proton decoupled 13C NMR data: 8 14, 17, 30, 45, 207 ppm• ¹H NMR spectral data: 8 0.9 (t, 3H), 1.60 (m, 5H), 2.10 (s, 3H), 2.40 (t, 2H).Strategy:Step 1: Calculate the index of hydrogen deficiency or degree of unsaturation from the molecular formula.Step 2: Determine the number of unique carbons and hydrogens.Step 3: Identify the diagnostic functional group in the 13C NMR spectrum.Step 4: Evaluate the potential functional groups and eliminate the group that does not fit the data.Step 5: Consider the chemical shifts, splitting patterns and integration to determine fragments.Step 6: Consider the remaining possibilities and determine which matches the data the best.Step 1: Calculate the index of hydrogen deficiency (IHD) or degree of unsaturation for the unknown compound with themolecular formula C5H₁0O.The IHD is

NMR spectroscopy is an important tool for the complete structural determination of a molecule.…

Deduce the structure that fits the given data. • Molecular formula: C,H₁0O • Proton decoupled 13C NMR data: 8 14, 17, 30, 45, 207 ppm • ¹H NMR spectral data: 8 0.9 (t, 3H), 1.60 (m, 5H), 2.10 (s, 3H), 2.40 (t, 2H). Strategy

Deduce the structure that fits the given data. • Molecular formula: C,H₁0O • Proton decoupled 13C NMR data: 8 14, 17, 30, 45, 207 ppm • ¹H NMR spectral data: 8 0.9 (t, 3H), 1.60 (m, 5H), 2.10 (s, 3H), 2.40 (t, 2H). Strategy

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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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

Macmillan Learning
Stacked
Deduce the structure that fits the given data.
• Molecular formula: C₂H₁00
• Proton decoupled 13C NMR data: 8 14, 17, 30, 45, 207 ppm
• ¹H NMR spectral data: 8 0.9 (t, 3H), 1.60 (m, 5H), 2.10 (s, 3H), 2.40 (t, 2H).
Strategy:
Step 1: Calculate the index of hydrogen deficiency or degree of unsaturation from the molecular formula.
Step 2: Determine the number of unique carbons and hydrogens.
Step 3: Identify the diagnostic functional group in the 13C NMR spectrum.
Step 4: Evaluate the potential functional groups and eliminate the group that does not fit the data.
Step 5: Consider the chemical shifts, splitting patterns and integration to determine fragments.
Step 6: Consider the remaining possibilities and determine which matches the data the best.
Step 1: Calculate the index of hydrogen deficiency (IHD) or degree of unsaturation for the unknown compound with the
molecular formula C5H₁0O.
The IHD is

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Step 1: Structure of a molecule

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Step 2: Calculating index of hydrogen deficiency

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Step 3: Determining the number of unique C and H atoms.

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Step 4: Interpreting 13C-NMR

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Step 5: Interpreting 1H-NMR

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Step 6: Determining the structure.

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