6. Interpret each of the following ¹H NMR spectra. The integration for each peak is given above the peak. See the example for methyl ethyl ketone. All spectra were taken from http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/direct_frame_top.cgi. obo CH3 B Example: H₂C A

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### NMR Spectroscopy of Organic Compounds

#### Figure B: Ethanol NMR Spectrum

**Chemical Structure:**
   \[
   \begin{array}{c}
      \ H_3C \ \ \ H_2 \ \ / \ \ OH \ \\
      \ \ \ \ | \ \ \ / \ \\\
   \ \ \ C
   \end{array}
   \]

**NMR Spectrum:**
   - X-axis (Chemical Shift, ppm): Ranges from 11 to 0 ppm.
   - Peaks:
      1. Peak at around 3.7 ppm (denoted as 2): This corresponds to the carbon atoms in the ethanol molecule.
      2. Peak at around 1.2 ppm (denoted as 1): This is corresponding to the hydroxyl group (-OH).
      3. Peak at around 1.0 ppm (denoted as 3): This peak usually corresponds to the methyl group (-CH3).

#### Figure C: Butanal NMR Spectrum

**Chemical Structure:**
   \[
   \begin{array}{c}
      \ \ H_3C \ \overline{
      \ \ H_2 \ \ / \ \ H_2 \ \ - \ \ C \ = \ O \ \\
      \ \ - \ \ C \ \ | \ \ - \ \ C
   \end{array}
   \]

**NMR Spectrum:**
   - X-axis (Chemical Shift, ppm): Ranges from 12 to 0 ppm.
   - Peaks:
      1. Peak at around 9.6 ppm (denoted as 1): This peak likely corresponds to the aldehyde proton (HC=O).
      2. Peaks around 2.4 - 2.2 ppm (denoted as 2): These peaks are likely due to the methylene protons (CH2).
      3. Peaks at around 0.9 ppm (denoted as 3): This peak corresponds to the methyl group protons (CH3).

### NMR Spectroscopy Overview

Nuclear Magnetic Resonance (NMR) Spectroscopy is a powerful analytical technique used to determine the structure of organic compounds. The spectrum depicted here shows peaks representing different hydrogen environments within the molecule. The position of these peaks (chemical shift) and the splitting patterns provide insights into the molecular structure.

**Chemical Sh
Transcribed Image Text:### NMR Spectroscopy of Organic Compounds #### Figure B: Ethanol NMR Spectrum **Chemical Structure:** \[ \begin{array}{c} \ H_3C \ \ \ H_2 \ \ / \ \ OH \ \\ \ \ \ \ | \ \ \ / \ \\\ \ \ \ C \end{array} \] **NMR Spectrum:** - X-axis (Chemical Shift, ppm): Ranges from 11 to 0 ppm. - Peaks: 1. Peak at around 3.7 ppm (denoted as 2): This corresponds to the carbon atoms in the ethanol molecule. 2. Peak at around 1.2 ppm (denoted as 1): This is corresponding to the hydroxyl group (-OH). 3. Peak at around 1.0 ppm (denoted as 3): This peak usually corresponds to the methyl group (-CH3). #### Figure C: Butanal NMR Spectrum **Chemical Structure:** \[ \begin{array}{c} \ \ H_3C \ \overline{ \ \ H_2 \ \ / \ \ H_2 \ \ - \ \ C \ = \ O \ \\ \ \ - \ \ C \ \ | \ \ - \ \ C \end{array} \] **NMR Spectrum:** - X-axis (Chemical Shift, ppm): Ranges from 12 to 0 ppm. - Peaks: 1. Peak at around 9.6 ppm (denoted as 1): This peak likely corresponds to the aldehyde proton (HC=O). 2. Peaks around 2.4 - 2.2 ppm (denoted as 2): These peaks are likely due to the methylene protons (CH2). 3. Peaks at around 0.9 ppm (denoted as 3): This peak corresponds to the methyl group protons (CH3). ### NMR Spectroscopy Overview Nuclear Magnetic Resonance (NMR) Spectroscopy is a powerful analytical technique used to determine the structure of organic compounds. The spectrum depicted here shows peaks representing different hydrogen environments within the molecule. The position of these peaks (chemical shift) and the splitting patterns provide insights into the molecular structure. **Chemical Sh
### Interpretation of Proton Nuclear Magnetic Resonance (¹H NMR) Spectra

---

**Example: Methyl Ethyl Ketone**

In the ¹H NMR spectrum, the integration for each peak is provided above the peak. The integration value corresponds to the relative number of hydrogen atoms responsible for each signal. Below is an interpretation for methyl ethyl ketone.

#### Molecular Structure:
```
Example:
        
         O
        ||
   H3C-C-CH2-CH3
       A   B   C
```
#### NMR Spectrum Interpretation:
- The peak labeled **A** with an integration of 3 represents the three protons in the methyl group attached to the carbonyl carbon.
- The peak labeled **B** with an integration of 2 represents the two protons in the methylene group adjacent to the carbonyl group.
- The peak labeled **C** with an integration of 3 represents the three protons in the terminal methyl group.

#### Graph:
- The x-axis represents the chemical shift (δ) in parts per million (ppm).
- The y-axis displays the intensity of the peaks.
- The spectrum shows three distinct peaks at δ ~ 2.2 ppm (A), δ ~ 1.0 ppm (B), and δ ~ 0.8 ppm (C).

---

**Example:**

Another molecule is analyzed (structure not given in transcribed details but inferred from spectra).

```
    H   H
    |   |
CH3-C-O-C-CH3
    |   |
    H   H
```

#### NMR Spectrum Interpretation:
- The peak with an integration of **2** at about δ 4.0 ppm corresponds to the methylene protons (H₂C) situated between the ethyl groups and oxygen.
- The peak with an integration of **3** at about δ 1.1 ppm corresponds to the six equivalent methyl protons (2 × CH₃) adjacent to methylene groups (indicated as ‘3’).

#### Graph:
- The x-axis represents the chemical shift (δ) in ppm.
- The y-axis displays the intensity of the peaks.
- The spectrum shows a peak near δ 4.0 ppm corresponding to methylene protons and another peak near δ 1.1 ppm corresponding to methyl protons.

All spectra in this document were referenced from the database available at: [http://riodb01.ibase.aist
Transcribed Image Text:### Interpretation of Proton Nuclear Magnetic Resonance (¹H NMR) Spectra --- **Example: Methyl Ethyl Ketone** In the ¹H NMR spectrum, the integration for each peak is provided above the peak. The integration value corresponds to the relative number of hydrogen atoms responsible for each signal. Below is an interpretation for methyl ethyl ketone. #### Molecular Structure: ``` Example: O || H3C-C-CH2-CH3 A B C ``` #### NMR Spectrum Interpretation: - The peak labeled **A** with an integration of 3 represents the three protons in the methyl group attached to the carbonyl carbon. - The peak labeled **B** with an integration of 2 represents the two protons in the methylene group adjacent to the carbonyl group. - The peak labeled **C** with an integration of 3 represents the three protons in the terminal methyl group. #### Graph: - The x-axis represents the chemical shift (δ) in parts per million (ppm). - The y-axis displays the intensity of the peaks. - The spectrum shows three distinct peaks at δ ~ 2.2 ppm (A), δ ~ 1.0 ppm (B), and δ ~ 0.8 ppm (C). --- **Example:** Another molecule is analyzed (structure not given in transcribed details but inferred from spectra). ``` H H | | CH3-C-O-C-CH3 | | H H ``` #### NMR Spectrum Interpretation: - The peak with an integration of **2** at about δ 4.0 ppm corresponds to the methylene protons (H₂C) situated between the ethyl groups and oxygen. - The peak with an integration of **3** at about δ 1.1 ppm corresponds to the six equivalent methyl protons (2 × CH₃) adjacent to methylene groups (indicated as ‘3’). #### Graph: - The x-axis represents the chemical shift (δ) in ppm. - The y-axis displays the intensity of the peaks. - The spectrum shows a peak near δ 4.0 ppm corresponding to methylene protons and another peak near δ 1.1 ppm corresponding to methyl protons. All spectra in this document were referenced from the database available at: [http://riodb01.ibase.aist
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