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Q2: The proton NMR spectrum is shown for a compound with formula C5H9NO4. The infrared spectrum displays strong bands at 1750 and 1562 cm-1 and a medium-intensity band at 1320 cm-1. The normal carbon- 13 and the DEPT experimental results are tabulated. Draw the structure of this compound. Normal Carbon DEPT-135 DEPT-90 14 ppm Positive No peak 16 Positive No peak 63 Negative No peak 83 Positive Positive 165 No peak No peak Proton spectrum C3H,NO4 0.92 2.01 3.00 3.00 5.0 4.5 4.0 3.5 3.0 25 2.0 1.5 10 05 0.0

Q2: The proton NMR spectrum is shown for a compound with formula C5H9NO4. The infrared spectrum displays strong bands at 1750 and 1562 cm-1 and a medium-intensity band at 1320 cm-1. The normal carbon- 13 and the DEPT experimental results are tabulated. Draw the structure of this compound. Normal Carbon DEPT-135 DEPT-90 14 ppm Positive No peak 16 Positive No peak 63 Negative No peak 83 Positive Positive 165 No peak No peak Proton spectrum C3H,NO4 0.92 2.01 3.00 3.00 5.0 4.5 4.0 3.5 3.0 25 2.0 1.5 10 05 0.0

Chemistry
Chemistry
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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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**NMR and Infrared Spectral Analysis of C₅H₉NO₄** **Question 2:** The proton NMR spectrum is provided for a compound with the formula C₅H₉NO₄. The infrared (IR) spectrum presents prominent absorption bands at 1750 cm⁻¹ and 1562 cm⁻¹, along with a medium-intensity band at 1320 cm⁻¹. Detailed below are the findings from the normal carbon-13 NMR and DEPT (Distortionless Enhancement by Polarization Transfer) experiments. The task is to determine the structure of this compound based on this data. **Carbon-13 and DEPT Results:** | Normal Carbon | DEPT-135 | DEPT-90 | |---------------|----------|-----------| | 14 ppm | Positive | No peak | | 16 ppm | Positive | No peak | | 63 ppm | Negative | No peak | | 83 ppm | Positive | Positive | | 165 ppm | No peak | No peak | **Proton NMR Spectrum:** - The spectrum displays shifts at the following ppm values: - 0.92 ppm - 2.01 ppm - 3.00 ppm **Diagram Explanation:** - The *Proton Spectrum* graph demonstrates peaks corresponding to different hydrogen environments within the molecule. - The x-axis represents the chemical shift in parts per million (ppm), ranging from 5.0 to 0.0 ppm. - The y-axis shows signal intensity. - Notable peaks are observed at approximately 0.92, 2.01, and 3.00 ppm, indicating distinct proton environments. **Structural Analysis:** - **IR Spectroscopy:** The absorption bands at 1750 and 1562 cm⁻¹ suggest the presence of carbonyl (C=O) and possibly nitro (NO₂) groups. - **NMR Data:** Analyzing shifts and DEPT results assists in identifying carbon environments: - *14 and 16 ppm* (CH₃ groups as suggested by their positive signal in DEPT-135 and no signal in DEPT-90) - *63 ppm* (likely an oxygenated carbon, such as an alcohol or ester CHOH group) - *83 ppm* (a CH group, confirmed by positive signals
Transcribed Image Text:**NMR and Infrared Spectral Analysis of C₅H₉NO₄** **Question 2:** The proton NMR spectrum is provided for a compound with the formula C₅H₉NO₄. The infrared (IR) spectrum presents prominent absorption bands at 1750 cm⁻¹ and 1562 cm⁻¹, along with a medium-intensity band at 1320 cm⁻¹. Detailed below are the findings from the normal carbon-13 NMR and DEPT (Distortionless Enhancement by Polarization Transfer) experiments. The task is to determine the structure of this compound based on this data. **Carbon-13 and DEPT Results:** | Normal Carbon | DEPT-135 | DEPT-90 | |---------------|----------|-----------| | 14 ppm | Positive | No peak | | 16 ppm | Positive | No peak | | 63 ppm | Negative | No peak | | 83 ppm | Positive | Positive | | 165 ppm | No peak | No peak | **Proton NMR Spectrum:** - The spectrum displays shifts at the following ppm values: - 0.92 ppm - 2.01 ppm - 3.00 ppm **Diagram Explanation:** - The *Proton Spectrum* graph demonstrates peaks corresponding to different hydrogen environments within the molecule. - The x-axis represents the chemical shift in parts per million (ppm), ranging from 5.0 to 0.0 ppm. - The y-axis shows signal intensity. - Notable peaks are observed at approximately 0.92, 2.01, and 3.00 ppm, indicating distinct proton environments. **Structural Analysis:** - **IR Spectroscopy:** The absorption bands at 1750 and 1562 cm⁻¹ suggest the presence of carbonyl (C=O) and possibly nitro (NO₂) groups. - **NMR Data:** Analyzing shifts and DEPT results assists in identifying carbon environments: - *14 and 16 ppm* (CH₃ groups as suggested by their positive signal in DEPT-135 and no signal in DEPT-90) - *63 ppm* (likely an oxygenated carbon, such as an alcohol or ester CHOH group) - *83 ppm* (a CH group, confirmed by positive signals
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