00 Combined Spectral Problems: IR, ¹³C & ¹H* * All spectra are either from SDBS (Japan National Institute of Advanced Industrial Science and Technology) or simulated. C. 180 COS-03-875 Propose structures for the following problems. Use the tables on the following pages to show your work. C6H1202 160 140 H 4 d 120 100 ppm O 11 24 HH H 1300 80 H² M 0-4- 60 -H 40 100 20 0 ON

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**Combined Spectral Problems: IR, \(^{13}C\) & \(^{1}H\)**

- All spectra are either from SDBS (Japan National Institute of Advanced Industrial Science and Technology) or simulated.

- **Propose structures for the following problems. Use the tables on the following pages to show your work.**

### Problem C

**Molecular Formula: \( C_6H_{12}O_2 \)**

**IR Spectrum:**

- The IR spectrum displays several characteristic absorption bands.
- A broad peak typically indicates an O-H bond, commonly found in alcohols or carboxylic acids.
- Other peaks should be analyzed to determine functional groups present, such as C=O, C-O, or various C-H stretches.

**\(^{13}C\) NMR Spectrum:**

- The \(^{13}C\) NMR graph shows peaks at various ppm indicating the different carbon environments in the compound.
- These peaks can help identify the carbon skeleton and any functional groups attached to them.

**Notes:**

- A skeletal structure is drawn indicating possible positions of hydrogen, oxygen, and carbon atoms.
- Use the graph alongside known chemical shifts from IR and \(^{13}C\) NMR tables to identify the structure more accurately. 

**Tips:**

- Pay attention to the characteristic peaks like C=O, C-O, CHₙ, and the broad O-H band in interpreting the IR spectrum.
- In the \(^{13}C\) NMR spectrum, chemical shift values help determine the type of carbon environment, such as carbonyl, alkyl, or ester groups.
Transcribed Image Text:**Combined Spectral Problems: IR, \(^{13}C\) & \(^{1}H\)** - All spectra are either from SDBS (Japan National Institute of Advanced Industrial Science and Technology) or simulated. - **Propose structures for the following problems. Use the tables on the following pages to show your work.** ### Problem C **Molecular Formula: \( C_6H_{12}O_2 \)** **IR Spectrum:** - The IR spectrum displays several characteristic absorption bands. - A broad peak typically indicates an O-H bond, commonly found in alcohols or carboxylic acids. - Other peaks should be analyzed to determine functional groups present, such as C=O, C-O, or various C-H stretches. **\(^{13}C\) NMR Spectrum:** - The \(^{13}C\) NMR graph shows peaks at various ppm indicating the different carbon environments in the compound. - These peaks can help identify the carbon skeleton and any functional groups attached to them. **Notes:** - A skeletal structure is drawn indicating possible positions of hydrogen, oxygen, and carbon atoms. - Use the graph alongside known chemical shifts from IR and \(^{13}C\) NMR tables to identify the structure more accurately. **Tips:** - Pay attention to the characteristic peaks like C=O, C-O, CHₙ, and the broad O-H band in interpreting the IR spectrum. - In the \(^{13}C\) NMR spectrum, chemical shift values help determine the type of carbon environment, such as carbonyl, alkyl, or ester groups.
The image displays an NMR (Nuclear Magnetic Resonance) spectrum. Here is a detailed transcription and explanation:

### NMR Spectrum Details:

- **Horizontal Axis (PPM):** This axis represents the chemical shift in parts per million (PPM), which indicates the environment of different hydrogen atoms in the molecule.
- **Peaks:**
  - **3H Peak at around 0.9 ppm:** This peak represents a set of equivalent hydrogen atoms (likely a methyl group).
  - **6H Peak at around 1.2 ppm:** This peak suggests another set of equivalent hydrogens, likely two methyl groups.
  - **2H Peak around 2.5 ppm:** This signifies a set of equivalent hydrogens, possibly on a methylene group.
  - **1H Peak around 3.5 ppm:** This represents a single hydrogen in a unique environment, like a methine hydrogen.

### Additional Information Provided:

- **MF:** Placeholder for molecular formula.
- **DU:** Placeholder for degrees of unsaturation.
  
### Infrared (IR) Spectrum Table:

- **Frequency | Functional Group:** Empty table for noting down IR frequency values and corresponding functional groups identified.

### 13C NMR Table:

- **Chemical Shift | Type of Bonding Environment:** Empty table for listing carbon chemical shifts and their bonding environments.

The spectrum combined with IR and 13C tables is typically used to determine the structure of organic compounds. It provides insights into the types of bonds and atoms present in the molecule.
Transcribed Image Text:The image displays an NMR (Nuclear Magnetic Resonance) spectrum. Here is a detailed transcription and explanation: ### NMR Spectrum Details: - **Horizontal Axis (PPM):** This axis represents the chemical shift in parts per million (PPM), which indicates the environment of different hydrogen atoms in the molecule. - **Peaks:** - **3H Peak at around 0.9 ppm:** This peak represents a set of equivalent hydrogen atoms (likely a methyl group). - **6H Peak at around 1.2 ppm:** This peak suggests another set of equivalent hydrogens, likely two methyl groups. - **2H Peak around 2.5 ppm:** This signifies a set of equivalent hydrogens, possibly on a methylene group. - **1H Peak around 3.5 ppm:** This represents a single hydrogen in a unique environment, like a methine hydrogen. ### Additional Information Provided: - **MF:** Placeholder for molecular formula. - **DU:** Placeholder for degrees of unsaturation. ### Infrared (IR) Spectrum Table: - **Frequency | Functional Group:** Empty table for noting down IR frequency values and corresponding functional groups identified. ### 13C NMR Table: - **Chemical Shift | Type of Bonding Environment:** Empty table for listing carbon chemical shifts and their bonding environments. The spectrum combined with IR and 13C tables is typically used to determine the structure of organic compounds. It provides insights into the types of bonds and atoms present in the molecule.
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