For the structure and ¹H NMR spectrum shown below, match the labeled hydrogen atom groups on the molecule (A-F) with the corresponding signals in the spectrum. 1H, d 1H, m B H3C H H3C 4 HHH C 2H, d PPM H- E CH3F D 3H, d 1H, m 2 6H, d 0
For the structure and ¹H NMR spectrum shown below, match the labeled hydrogen atom groups on the molecule (A-F) with the corresponding signals in the spectrum. 1H, d 1H, m B H3C H H3C 4 HHH C 2H, d PPM H- E CH3F D 3H, d 1H, m 2 6H, d 0
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 14.27P: Following is the mass spectrum of an unknown compound. The two highest peaks are at m/z 120 and 122....
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For the structure and 1H NMR spectrum shown below, match the labeled hydrogen atom groups on the molecule (A-F) with the corresponding signals in the spectrum.

Transcribed Image Text:For the structure and \( ^1H \) NMR spectrum shown below, match the labeled hydrogen atom groups on the molecule (A-F) with the corresponding signals in the spectrum.
**Molecular Structure:**
A molecule is depicted with labeled hydrogen atoms at different positions:
- Group A: \(-\)\( \text{CH}_3 \)
- Group B: \(-\)\( \text{CH}_ \)
- Group C: \(-\)\( \text{CH}_2 \)
- Group D: \(-\)\( \text{CH}_ \)
- Group E: \(-\)\( \text{H} \)
- Group F: \(-\)\( \text{CH}_3 \)
**^1H NMR Spectrum:**
The horizontal axis represents the chemical shift in parts per million (PPM). The spectrum features several distinct peaks:
- A doublet at approximately 6.8 PPM with an integration of 1H, labeled "d" for doublet.
- A multiplet near 5.0 PPM with an integration of 1H.
- A doublet at approximately 3.4 PPM with an integration of 2H.
- A doublet at approximately 2.3 PPM with an integration of 3H.
- A multiplet near 1.8 PPM with an integration of 1H.
- A doublet at approximately 1.0 PPM with an integration of 6H.
**Explanation of Signals:**
- **6.8 PPM (1H, d):** This peak is indicative of a hydrogen atom in an environment affected by electronegative atoms or groups. It corresponds to a specific coupling pattern due to neighboring hydrogens.
- **5.0 PPM (1H, m):** This multiplet peak is typically seen for hydrogens in complex environments with multiple coupling partners.
- **3.4 PPM (2H, d):** A doublet signal for two equivalent protons, possibly adjacent to an electronegative atom or group.
- **2.3 PPM (3H, d):** A doublet indicating three equivalent protons, likely in a methyl group adjacent to the functional group inducing splitting.
- **1.8 PPM (1H, m):** A multiplet for a single hydrogen atom in a complex environment.
- **1.
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