with the formula C7H120 shows the following spectroscopic data. Deduce the structure of the entify features which led to your decision, and label the peaks in the NMR. 100mm

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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The image contains an example of spectroscopic data for a compound with the formula C₇H₁₂O. The task is to deduce the structure of the compound, identify features which led to this decision, and label the peaks in the NMR spectrum.

### Infrared (IR) Spectrum Graph:
- **X-axis:** Wavenumber (cm⁻¹), ranging from 0 to 4000 cm⁻¹.
- **Y-axis:** Transmittance (%).
- Features several absorption bands that are characteristic of functional groups, such as:
  - Broad peak around 3300 cm⁻¹ (indicative of O-H or N-H).
  - Peaks in the range of 1600-1800 cm⁻¹ (possibly carbonyl groups like C=O).

### Nuclear Magnetic Resonance (NMR) Spectrum Graph:
- **X-axis:** Chemical shift (ppm), ranging from 0 to 10 ppm.
- **Peaks and Integration:**
  - A peak around 1 ppm with an integration of 6H, indicating the presence of two equivalent methyl groups.
  - Peaks around 2-3 ppm, each with an integration of 2H, suggesting methylene groups adjacent to electronegative atoms or groups.
  
Based on these spectroscopic features, one should analyze the functional groups and molecular structure that fit the empirical formula and NMR data. The task involves identifying the molecule by considering possible structures, assessing their consistency with the observed spectra, and labeling the NMR peaks according to the protons they represent in the molecule.
Transcribed Image Text:The image contains an example of spectroscopic data for a compound with the formula C₇H₁₂O. The task is to deduce the structure of the compound, identify features which led to this decision, and label the peaks in the NMR spectrum. ### Infrared (IR) Spectrum Graph: - **X-axis:** Wavenumber (cm⁻¹), ranging from 0 to 4000 cm⁻¹. - **Y-axis:** Transmittance (%). - Features several absorption bands that are characteristic of functional groups, such as: - Broad peak around 3300 cm⁻¹ (indicative of O-H or N-H). - Peaks in the range of 1600-1800 cm⁻¹ (possibly carbonyl groups like C=O). ### Nuclear Magnetic Resonance (NMR) Spectrum Graph: - **X-axis:** Chemical shift (ppm), ranging from 0 to 10 ppm. - **Peaks and Integration:** - A peak around 1 ppm with an integration of 6H, indicating the presence of two equivalent methyl groups. - Peaks around 2-3 ppm, each with an integration of 2H, suggesting methylene groups adjacent to electronegative atoms or groups. Based on these spectroscopic features, one should analyze the functional groups and molecular structure that fit the empirical formula and NMR data. The task involves identifying the molecule by considering possible structures, assessing their consistency with the observed spectra, and labeling the NMR peaks according to the protons they represent in the molecule.
Expert Solution
Step 1: Calculating Double bond equivalence

The given molecular formula is: C7H12O

The unsaturation or Double bond equivalence is given by:

D B E equals fraction numerator 2 C space plus space 2 space minus space H over denominator 2 end fraction
D B E equals fraction numerator 2 cross times 7 space plus space 2 space minus 12 over denominator 2 end fraction equals 4 over 2 equals 2

This suggests that the molecule has 2 double bonds or 1 double bond and a ring combination.

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