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Both isomeric compounds have formula C3H5ClO2. The insets show peaks that appear above 10ppm. Use NMR spectra to draw structures.

Both isomeric compounds have formula C3H5ClO2. The insets show peaks that appear above 10ppm. Use NMR spectra to draw structures.

Chemistry
Chemistry
10th Edition
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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Both isomeric compounds have formula C3H5ClO2. The insets show peaks that appear above 10ppm. Use NMR spectra to draw structures.

### Analysis of 1H NMR Spectra of Isomeric Compounds C3H5ClO2 #### Problem Statement: Two isomeric compounds with the formula C3H5ClO2 have the \( ^1H \) NMR spectra shown in parts (a) and (b). The insets show peaks that appear above 10 ppm. The task is to draw the structures of these compounds. #### Spectrum Analysis: **Spectrum (a):** - **Main Peaks:** - A peak at approximately 2.97 ppm. - A peak at about 0.95 ppm with a higher intensity. - **Inset Peaks:** - A peak at 0.93, 11-13 ppm range. **Spectrum (b):** - **Main Peaks:** - Two peaks both at around 1.97 ppm. - Both peaks are similar in intensity. - **Inset Peaks:** - A peak at 0.87, in the 11-13 ppm range. #### Interpretation: - **Spectrum (a)** likely represents one isomer where the chemical environment results in distinct proton peaks at the lower end of the spectrum and less crowded peaks above 10 ppm due to shielding effects or neighboring electronegative groups. - **Spectrum (b)**, showing similar chemical shifts and intensities at the 1.97 ppm region, suggests a different structural configuration of the hydrogen atoms in the isomer compared to part (a). #### Conclusion: To draw the structures, consider potential functional groups and bonding arrangements in C3H5ClO2 that lead to such NMR patterns, examining the potential for different isomer formations like different bonded atoms or stereoisomers.
Transcribed Image Text:### Analysis of 1H NMR Spectra of Isomeric Compounds C3H5ClO2 #### Problem Statement: Two isomeric compounds with the formula C3H5ClO2 have the \( ^1H \) NMR spectra shown in parts (a) and (b). The insets show peaks that appear above 10 ppm. The task is to draw the structures of these compounds. #### Spectrum Analysis: **Spectrum (a):** - **Main Peaks:** - A peak at approximately 2.97 ppm. - A peak at about 0.95 ppm with a higher intensity. - **Inset Peaks:** - A peak at 0.93, 11-13 ppm range. **Spectrum (b):** - **Main Peaks:** - Two peaks both at around 1.97 ppm. - Both peaks are similar in intensity. - **Inset Peaks:** - A peak at 0.87, in the 11-13 ppm range. #### Interpretation: - **Spectrum (a)** likely represents one isomer where the chemical environment results in distinct proton peaks at the lower end of the spectrum and less crowded peaks above 10 ppm due to shielding effects or neighboring electronegative groups. - **Spectrum (b)**, showing similar chemical shifts and intensities at the 1.97 ppm region, suggests a different structural configuration of the hydrogen atoms in the isomer compared to part (a). #### Conclusion: To draw the structures, consider potential functional groups and bonding arrangements in C3H5ClO2 that lead to such NMR patterns, examining the potential for different isomer formations like different bonded atoms or stereoisomers.
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