Combined Spectral Problems: IR, ¹³C & ¹H* * All spectra are either from SDBS (Japan National Institute of Advanced Industrial Science and Technology) or simulated. ● C. 200 Propose structures for the following problems. Use the tables on the following pages to show your work. i C6H12O2 OFER 180 160 CDS-03-875 H 4 d O 120 140 100 ppm 니 1 H 21 80 H -H -4 my 0-4 60 40 20 0 OH

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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.*

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

**Compound:** \(C_6H_{12}O_2\)

**Spectral Diagrams:**

1. **IR Spectrum:** 
   - The graph displays the transmittance of infrared radiation across different wavelengths (in cm\(^{-1}\)). Peaks indicate the presence of specific functional groups. Notable peaks should be analyzed to determine functional groups such as hydroxyl (-OH), carbonyl (C=O), etc.

2. **NMR Spectra:**
   - **\(^{13}C\) NMR Spectrum:** 
     - The x-axis represents the chemical shift in ppm. 
     - The peaks indicate different carbon environments within the molecule. The position and number of peaks can help elucidate the carbon framework of the molecule.
   - **\(^{1}H\) NMR Spectrum:**
     - Not visible in the image but would typically show peaks corresponding to hydrogen environments, offering further structural elucidation opportunities.

**Example Structure Proposal:**

The solution suggests an ether structure with an -OH group (possibly a diol), given the molecular formula and spectral data.

**Instructions:** Use the provided spectra and molecular clues to propose a feasible molecular structure. Record and justify each step of your analysis using the spectral tables provided.
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.* - **Objective:** Propose structures for the following problems. Use the tables on the following pages to show your work. **Compound:** \(C_6H_{12}O_2\) **Spectral Diagrams:** 1. **IR Spectrum:** - The graph displays the transmittance of infrared radiation across different wavelengths (in cm\(^{-1}\)). Peaks indicate the presence of specific functional groups. Notable peaks should be analyzed to determine functional groups such as hydroxyl (-OH), carbonyl (C=O), etc. 2. **NMR Spectra:** - **\(^{13}C\) NMR Spectrum:** - The x-axis represents the chemical shift in ppm. - The peaks indicate different carbon environments within the molecule. The position and number of peaks can help elucidate the carbon framework of the molecule. - **\(^{1}H\) NMR Spectrum:** - Not visible in the image but would typically show peaks corresponding to hydrogen environments, offering further structural elucidation opportunities. **Example Structure Proposal:** The solution suggests an ether structure with an -OH group (possibly a diol), given the molecular formula and spectral data. **Instructions:** Use the provided spectra and molecular clues to propose a feasible molecular structure. Record and justify each step of your analysis using the spectral tables provided.
### Proton Nuclear Magnetic Resonance (NMR) Spectroscopy Analysis

#### NMR Spectrum Explanation:
The NMR spectrum displayed features several peaks, each indicating the presence of hydrogen atoms (protons) in different chemical environments within the molecule.

- **3H Peak**: Located roughly at 3.5 ppm.
- **2H Peak**: Positioned near 2.5 ppm.
- **1H Peak**: Appears around 1.5 ppm.
- **6H Peak**: Found close to 1 ppm.

#### Data Tables:

**Molecular Formula (MF):**
- Section to be filled with the molecular formula of the compound analyzed.

**Degree of Unsaturation (DU):**
- Section to indicate the degree of unsaturation calculated for the compound.

**Infrared (IR) Spectroscopy:**
- **Frequency**: Column to note the observed frequencies.
- **Functional Group**: Column for identifying the associated functional groups.

**Carbon-13 (13C) NMR:**
- **Chemical Shift**: Column for recording chemical shift values.
- **Type of Bonding Environment**: Column for detailing the bonding environments for each shift.

**Proton (1H) NMR:**
- **Chemical Shift**: Column for recording chemical shift values.
- **Integration**: Column for detailing integration (proportional to the number of protons).
- **Multiplicity**: Column for noting peak splitting patterns (singlet, doublet, etc.).
- **Interpretation**: Column for interpretative notes connecting shifts to molecular structure.

---

This NMR analysis document provides a structured approach for interpreting chemical data, aiding in the identification of molecular structures based on proton environments and is integral to organic chemistry studies.
Transcribed Image Text:### Proton Nuclear Magnetic Resonance (NMR) Spectroscopy Analysis #### NMR Spectrum Explanation: The NMR spectrum displayed features several peaks, each indicating the presence of hydrogen atoms (protons) in different chemical environments within the molecule. - **3H Peak**: Located roughly at 3.5 ppm. - **2H Peak**: Positioned near 2.5 ppm. - **1H Peak**: Appears around 1.5 ppm. - **6H Peak**: Found close to 1 ppm. #### Data Tables: **Molecular Formula (MF):** - Section to be filled with the molecular formula of the compound analyzed. **Degree of Unsaturation (DU):** - Section to indicate the degree of unsaturation calculated for the compound. **Infrared (IR) Spectroscopy:** - **Frequency**: Column to note the observed frequencies. - **Functional Group**: Column for identifying the associated functional groups. **Carbon-13 (13C) NMR:** - **Chemical Shift**: Column for recording chemical shift values. - **Type of Bonding Environment**: Column for detailing the bonding environments for each shift. **Proton (1H) NMR:** - **Chemical Shift**: Column for recording chemical shift values. - **Integration**: Column for detailing integration (proportional to the number of protons). - **Multiplicity**: Column for noting peak splitting patterns (singlet, doublet, etc.). - **Interpretation**: Column for interpretative notes connecting shifts to molecular structure. --- This NMR analysis document provides a structured approach for interpreting chemical data, aiding in the identification of molecular structures based on proton environments and is integral to organic chemistry studies.
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