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Propose the structure of a compound that exhibits the following ¹H NMR data. C5H10O 1.09 ppm (6H, doublet) 2.12 ppm (3H, singlet) 2.58 ppm (1H, septet)

Propose the structure of a compound that exhibits the following ¹H NMR data. C5H10O 1.09 ppm (6H, doublet) 2.12 ppm (3H, singlet) 2.58 ppm (1H, septet)

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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**NMR Analysis for Compound Structure Proposal** Propose the structure of a compound that exhibits the following \( ^1H \) NMR data. **Molecular Formula:** \( \text{C}_5\text{H}_{10}\text{O} \) - **1.09 ppm** (6H, doublet) - **2.12 ppm** (3H, singlet) - **2.58 ppm** (1H, septet) **Explanation:** - **1.09 ppm (6H, doublet):** This signal indicates the presence of two equivalent methyl groups (CH₃) that are split into a doublet, likely due to the presence of a neighboring hydrogen. - **2.12 ppm (3H, singlet):** This singlet corresponds to a methyl group (CH₃) that is not adjacent to any hydrogens that would cause splitting, suggesting isolation from other proton environments. - **2.58 ppm (1H, septet):** The septet pattern implies a single hydrogen atom that is split by six equivalent neighboring hydrogens, characteristic of a methine (CH) group adjacent to multiple methyl groups. These patterns help deduce possible structural connections in the compound, indicating the presence of specific functional groups and bonding environments.
Transcribed Image Text:**NMR Analysis for Compound Structure Proposal** Propose the structure of a compound that exhibits the following \( ^1H \) NMR data. **Molecular Formula:** \( \text{C}_5\text{H}_{10}\text{O} \) - **1.09 ppm** (6H, doublet) - **2.12 ppm** (3H, singlet) - **2.58 ppm** (1H, septet) **Explanation:** - **1.09 ppm (6H, doublet):** This signal indicates the presence of two equivalent methyl groups (CH₃) that are split into a doublet, likely due to the presence of a neighboring hydrogen. - **2.12 ppm (3H, singlet):** This singlet corresponds to a methyl group (CH₃) that is not adjacent to any hydrogens that would cause splitting, suggesting isolation from other proton environments. - **2.58 ppm (1H, septet):** The septet pattern implies a single hydrogen atom that is split by six equivalent neighboring hydrogens, characteristic of a methine (CH) group adjacent to multiple methyl groups. These patterns help deduce possible structural connections in the compound, indicating the presence of specific functional groups and bonding environments.
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