**Title: Analysis of Compound C₉H₉NO₃** **Overview:** The following nuclear magnetic resonance (NMR) data pertains to the compound with molecular formula C₉H₉NO₃. The compound is noted for its significant deactivation toward electrophilic aromatic substitution reactions. **Carbon-13 NMR (C-NMR) Data:** - The compound has 7 carbon signals, indicating the presence of distinct carbon environments within the structure. **Proton NMR (H-NMR) Data:** - **12.7 ppm, singlet, 1H:** This signal suggests the presence of a deshielded proton, possibly hydrogen-bonded or part of an acidic group like a carboxylic acid. - **10.3 ppm, singlet, 1H:** Another highly deshielded proton, indicative of a similar group or an aldehyde proton. - **7.91 ppm, doublet, 2H:** Corresponds to aromatic protons, possibly ortho to a deactivating group. - **7.72 ppm, doublet, 2H:** Additional aromatic protons in a different environment from the 7.91 ppm protons. - **2.10 ppm, singlet, 3H:** Likely corresponds to a methyl group directly bonded to an electronegative group or an aromatic ring. The detailed NMR data and the molecule's composition suggest structural complexity with various functional groups contributing to the deactivation toward electrophilic aromatic substitution.
**Title: Analysis of Compound C₉H₉NO₃** **Overview:** The following nuclear magnetic resonance (NMR) data pertains to the compound with molecular formula C₉H₉NO₃. The compound is noted for its significant deactivation toward electrophilic aromatic substitution reactions. **Carbon-13 NMR (C-NMR) Data:** - The compound has 7 carbon signals, indicating the presence of distinct carbon environments within the structure. **Proton NMR (H-NMR) Data:** - **12.7 ppm, singlet, 1H:** This signal suggests the presence of a deshielded proton, possibly hydrogen-bonded or part of an acidic group like a carboxylic acid. - **10.3 ppm, singlet, 1H:** Another highly deshielded proton, indicative of a similar group or an aldehyde proton. - **7.91 ppm, doublet, 2H:** Corresponds to aromatic protons, possibly ortho to a deactivating group. - **7.72 ppm, doublet, 2H:** Additional aromatic protons in a different environment from the 7.91 ppm protons. - **2.10 ppm, singlet, 3H:** Likely corresponds to a methyl group directly bonded to an electronegative group or an aromatic ring. The detailed NMR data and the molecule's composition suggest structural complexity with various functional groups contributing to the deactivation toward electrophilic aromatic substitution.
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
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:**Title: Analysis of Compound C₉H₉NO₃**
**Overview:**
The following nuclear magnetic resonance (NMR) data pertains to the compound with molecular formula C₉H₉NO₃. The compound is noted for its significant deactivation toward electrophilic aromatic substitution reactions.
**Carbon-13 NMR (C-NMR) Data:**
- The compound has 7 carbon signals, indicating the presence of distinct carbon environments within the structure.
**Proton NMR (H-NMR) Data:**
- **12.7 ppm, singlet, 1H:** This signal suggests the presence of a deshielded proton, possibly hydrogen-bonded or part of an acidic group like a carboxylic acid.
- **10.3 ppm, singlet, 1H:** Another highly deshielded proton, indicative of a similar group or an aldehyde proton.
- **7.91 ppm, doublet, 2H:** Corresponds to aromatic protons, possibly ortho to a deactivating group.
- **7.72 ppm, doublet, 2H:** Additional aromatic protons in a different environment from the 7.91 ppm protons.
- **2.10 ppm, singlet, 3H:** Likely corresponds to a methyl group directly bonded to an electronegative group or an aromatic ring.
The detailed NMR data and the molecule's composition suggest structural complexity with various functional groups contributing to the deactivation toward electrophilic aromatic substitution.
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