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6. Determine the structure of the molecule using the chemical formula and NMR spectra. You must show work (Le draw fragments). Draw your final answer in the box. C11H11BrO2 No peaks exchange with D2O 100 80 60 40 20 200 13C NMR: 180 160 140 120 1Η ΝMR: 10 9 6 5 4 3 2 1 integration: 1 22 1 3 (ppm) Show work:

6. Determine the structure of the molecule using the chemical formula and NMR spectra. You must show work (Le draw fragments). Draw your final answer in the box. C11H11BrO2 No peaks exchange with D2O 100 80 60 40 20 200 13C NMR: 180 160 140 120 1Η ΝMR: 10 9 6 5 4 3 2 1 integration: 1 22 1 3 (ppm) Show work:

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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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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**NMR Spectroscopy Analysis for Molecular Structure Determination** The task involves determining the structure of a molecule using the provided chemical formula and NMR spectrum data. Here's how to approach the analysis: ### Chemical Formula - **C₁₁H₁₁BrO₂** ### NMR Spectrum Details #### ¹³C NMR: - The spectrum exhibits several peaks, indicating different carbon environments. These peaks are distributed across the range from 0 to 200 ppm, typical for ¹³C NMR where aromatic, aliphatic, and potential carbonyl carbons might be present. #### ¹H NMR: - **Integration Values (proton count):** - 1 (around 7-8 ppm) - 2 (around 7-8 ppm) - 2 (around 7-8 ppm) - 1 (around 6-7 ppm) - 2 (around 3-4 ppm) - 3 (around 0-2 ppm) - **Chemical Shift (ppm):** - Peaks are evident from 0 to 10 ppm, with notable clusters in the aromatic region (around 7-8 ppm) and aliphatic region (0-3 ppm). ### Interpretation Guidelines: 1. **Aromatic Region (7-8 ppm):** - Integrations of 1, 2, and 2 suggest a possibly substituted benzene ring with varied proton environments. 2. **Aliphatic Region (~0-3 ppm):** - The integration of 3 indicates a probable CH₃ group, often appearing upfield due to shielding effects in aliphatic protons. 3. **Analysis and Hypothesis:** - With the presence of bromine (Br) and oxygen (O₂) as seen in the chemical formula, consider possible functional groups, such as an ester or an ether. - Evaluate possible substituents on the aromatic ring and correlate them with the integration data to deduce a plausible structure. ### Final Structure: - Aim to draw a structure in the designated box that matches this integration and shift pattern, incorporating a bromine atom and oxygen functionalities in concurrence with the molecular formula. Ensure to fully annotate and justify each fragment of the molecule using both integration and chemical shift data, providing a coherent molecular structure hypothesis.
Transcribed Image Text:**NMR Spectroscopy Analysis for Molecular Structure Determination** The task involves determining the structure of a molecule using the provided chemical formula and NMR spectrum data. Here's how to approach the analysis: ### Chemical Formula - **C₁₁H₁₁BrO₂** ### NMR Spectrum Details #### ¹³C NMR: - The spectrum exhibits several peaks, indicating different carbon environments. These peaks are distributed across the range from 0 to 200 ppm, typical for ¹³C NMR where aromatic, aliphatic, and potential carbonyl carbons might be present. #### ¹H NMR: - **Integration Values (proton count):** - 1 (around 7-8 ppm) - 2 (around 7-8 ppm) - 2 (around 7-8 ppm) - 1 (around 6-7 ppm) - 2 (around 3-4 ppm) - 3 (around 0-2 ppm) - **Chemical Shift (ppm):** - Peaks are evident from 0 to 10 ppm, with notable clusters in the aromatic region (around 7-8 ppm) and aliphatic region (0-3 ppm). ### Interpretation Guidelines: 1. **Aromatic Region (7-8 ppm):** - Integrations of 1, 2, and 2 suggest a possibly substituted benzene ring with varied proton environments. 2. **Aliphatic Region (~0-3 ppm):** - The integration of 3 indicates a probable CH₃ group, often appearing upfield due to shielding effects in aliphatic protons. 3. **Analysis and Hypothesis:** - With the presence of bromine (Br) and oxygen (O₂) as seen in the chemical formula, consider possible functional groups, such as an ester or an ether. - Evaluate possible substituents on the aromatic ring and correlate them with the integration data to deduce a plausible structure. ### Final Structure: - Aim to draw a structure in the designated box that matches this integration and shift pattern, incorporating a bromine atom and oxygen functionalities in concurrence with the molecular formula. Ensure to fully annotate and justify each fragment of the molecule using both integration and chemical shift data, providing a coherent molecular structure hypothesis.
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