8. Below are the ¹H NMR spectra of two constitutional (structural) isomers of C₁1H1402, with the integration given above each peak. A.) Illustrate using a computer program, a structure for each and identify all the unique protons in the spectrum. B.) Explain why you chose the structure. 5 7 6 2 OF 5 PPM 2 2 2 3 1 0

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**Investigating Proton NMR Spectra for Structural Isomers (C₁₁H₁₄O₂)**
---
**Objective:**
To analyze the given \( ^1H \) NMR spectra of two constitutional (structural) isomers with the molecular formula \( C_{11}H_{14}O_2 \). The spectra provide integration values above each peak for identifying unique protons. The task includes illustrating the structures using a computer program and explaining the structural identification.

---

**Spectrum Analysis:**

**Spectrum 1:**
- The horizontal axis of the spectrum represents the chemical shift (δ) in parts per million (PPM).
- Integration values specified for each peak:
  - Peak at ~7.1 ppm with integration value 5
  - Peak at ~4.0 ppm with integration value 2
  - Peak at ~2.4 ppm with integration value 2
  - Peak at ~2.1 ppm with integration value 2
  - Peak at ~1.3 ppm with integration value 3

**Spectrum 2:**
- The horizontal axis of the spectrum represents the chemical shift (δ) in parts per million (PPM).
- Integration values specified for each peak:
  - Peak at ~9.9 ppm with integration value 1
  - Peak at ~7.3 ppm with integration value 2
  - Peak at ~6.8 ppm with integration value 2
  - Peak at ~4.0 ppm with integration value 2
  - Peak at ~2.1 ppm with integration value 2
  - Peak at ~1.3 ppm with integration value 3

**Illustration and Identification:**

**A. Illustrating Structures:**
- Utilize a computer program such as ChemDraw to create possible structures for the isomers of \(C_{11}H_{14}O_2\) based on the spectra.
- Each unique set of protons should correspond to a distinct environment within the structure, inferred from their chemical shift values and integration.

**B. Structure Explanation:**
- **For Spectrum 1:**
  - The chemical shift around 7 ppm (integration 5) suggests the presence of an aromatic ring with five hydrogen atoms.
  - The peak at ~4.0 ppm (integration 2) indicates protons adjacent to electronegative atoms possibly an oxygen (like ethers or esters).
  -
Transcribed Image Text:**Investigating Proton NMR Spectra for Structural Isomers (C₁₁H₁₄O₂)** --- **Objective:** To analyze the given \( ^1H \) NMR spectra of two constitutional (structural) isomers with the molecular formula \( C_{11}H_{14}O_2 \). The spectra provide integration values above each peak for identifying unique protons. The task includes illustrating the structures using a computer program and explaining the structural identification. --- **Spectrum Analysis:** **Spectrum 1:** - The horizontal axis of the spectrum represents the chemical shift (δ) in parts per million (PPM). - Integration values specified for each peak: - Peak at ~7.1 ppm with integration value 5 - Peak at ~4.0 ppm with integration value 2 - Peak at ~2.4 ppm with integration value 2 - Peak at ~2.1 ppm with integration value 2 - Peak at ~1.3 ppm with integration value 3 **Spectrum 2:** - The horizontal axis of the spectrum represents the chemical shift (δ) in parts per million (PPM). - Integration values specified for each peak: - Peak at ~9.9 ppm with integration value 1 - Peak at ~7.3 ppm with integration value 2 - Peak at ~6.8 ppm with integration value 2 - Peak at ~4.0 ppm with integration value 2 - Peak at ~2.1 ppm with integration value 2 - Peak at ~1.3 ppm with integration value 3 **Illustration and Identification:** **A. Illustrating Structures:** - Utilize a computer program such as ChemDraw to create possible structures for the isomers of \(C_{11}H_{14}O_2\) based on the spectra. - Each unique set of protons should correspond to a distinct environment within the structure, inferred from their chemical shift values and integration. **B. Structure Explanation:** - **For Spectrum 1:** - The chemical shift around 7 ppm (integration 5) suggests the presence of an aromatic ring with five hydrogen atoms. - The peak at ~4.0 ppm (integration 2) indicates protons adjacent to electronegative atoms possibly an oxygen (like ethers or esters). -
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