A compound (CgH,NO) gives the following NMR data. In the box below please draw the structure of the compound. 'H-NMR: 2.06 ppm, s(3H); 7.01 ppm, t(1H); 7.30 ppm, m(2H); 7.59 ppm, d(2H); 9.90 ppm, s(1H) 13C-NMR: 168.14; 139.24; 128.511; 122.834; 118.90; 23.93 You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. Do not include lone pairs in your answer. They will not be considered in the grading.

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### Structure Determination from NMR Data

A compound (\( \text{C}_8\text{H}_9\text{NO} \)) provides the following NMR data:

#### \( ^1\text{H-NMR} \) (Proton NMR):
- **2.06 ppm**: Singlet, 3 Hydrogens (\( \text{s, 3H} \))
- **7.01 ppm**: Triplet, 1 Hydrogen (\( \text{t, 1H} \))
- **7.30 ppm**: Multiplet, 2 Hydrogens (\( \text{m, 2H} \))
- **7.59 ppm**: Doublet, 2 Hydrogens (\( \text{d, 2H} \))
- **9.90 ppm**: Singlet, 1 Hydrogen (\( \text{s, 1H} \))

#### \( ^{13}\text{C-NMR} \) (Carbon NMR):
- **168.14 ppm**
- **139.24 ppm**
- **128.511 ppm**
- **122.834 ppm**
- **118.90 ppm**
- **23.93 ppm**

#### Instructions for Drawing the Structure
- Stereochemistry does not need to be considered.
- Explicit drawing of hydrogen atoms is not required.
- Lone pairs should not be included in your drawing, as they will not affect the grading.

Use this information to deduce the structural formula of the compound, considering the chemical shifts and splitting patterns which give insights into the molecular framework and environment of various hydrogen and carbon atoms.
Transcribed Image Text:### Structure Determination from NMR Data A compound (\( \text{C}_8\text{H}_9\text{NO} \)) provides the following NMR data: #### \( ^1\text{H-NMR} \) (Proton NMR): - **2.06 ppm**: Singlet, 3 Hydrogens (\( \text{s, 3H} \)) - **7.01 ppm**: Triplet, 1 Hydrogen (\( \text{t, 1H} \)) - **7.30 ppm**: Multiplet, 2 Hydrogens (\( \text{m, 2H} \)) - **7.59 ppm**: Doublet, 2 Hydrogens (\( \text{d, 2H} \)) - **9.90 ppm**: Singlet, 1 Hydrogen (\( \text{s, 1H} \)) #### \( ^{13}\text{C-NMR} \) (Carbon NMR): - **168.14 ppm** - **139.24 ppm** - **128.511 ppm** - **122.834 ppm** - **118.90 ppm** - **23.93 ppm** #### Instructions for Drawing the Structure - Stereochemistry does not need to be considered. - Explicit drawing of hydrogen atoms is not required. - Lone pairs should not be included in your drawing, as they will not affect the grading. Use this information to deduce the structural formula of the compound, considering the chemical shifts and splitting patterns which give insights into the molecular framework and environment of various hydrogen and carbon atoms.
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