Propose the structure of the following compound (C) based on its spectral data. Mass spectroscopy gives a predicted molecular weight of 136 and a Formula of C9H12O. No UV was taken. (Image of compound C is attached) ### Spectroscopy Analysis of Compound C#### Infrared (IR) SpectrumThe IR spectrum of Compound C is presented above, illustrating the absorbance of infrared light across different wavelengths. The spectrum ranges between 4000 and 400 cm⁻¹ (frequency) and 2.5 to 40 μm (wavelength). Key absorbance peaks are visible at several points, indicating the presence of various functional groups:- **Broad Peak around 3400 cm⁻¹:** Typically associated with O-H or N-H stretching.- **Sharp Peaks around 2900–3000 cm⁻¹:** Commonly correspond to C-H stretching in alkanes.- **Peaks around 1700 cm⁻¹:** Indicative of C=O stretching, suggesting the presence of carbonyl groups.- **Additional Peaks 1500-600 cm⁻¹:** These may represent various bending and stretching vibrations of different bonds, offering further insights into the compound’s structure.#### Nuclear Magnetic Resonance (NMR) SpectrumThe NMR spectrum provides insights into the hydrogen environment within Compound C, with measurements given in δ (ppm) on the horizontal axis and intensity of absorption on the vertical.- **Peak at 7.0 ppm (5H):** Typically associated with aromatic protons, suggesting an aromatic ring structure.- **Peaks at 4.0 and 3.0 ppm (1H each):** Could indicate protons near electronegative atoms such as oxygen or nitrogen.- **Multiple Peaks in the Range of 2.0 - 0.5 ppm:** (2H, 3H) These are often indicative of protons on aliphatic carbon chains, possibly methyl and methylene groups.The NMR spectrum provides indications of the chemical structure, giving insights into how protons are distributed in various chemical environments within the compound. Overall, the combined data from IR and NMR spectroscopy are essential for elucidating the structural characteristics of Compound C, contributing to a deeper understanding of its chemical properties.

The given molecular formula is C9H12O.Also, the FTIR and the 1H NMR spectra of the unknown compound…

Answered: Propose the structure of the following…

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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Propose the structure of the following compound (C) based on its spectral data. Mass spectroscopy gives a predicted molecular weight of 136 and a Formula of C₉H₁₂O. No UV was taken. (Image of compound C is attached)

### Spectroscopy Analysis of Compound C

#### Infrared (IR) Spectrum

The IR spectrum of Compound C is presented above, illustrating the absorbance of infrared light across different wavelengths. The spectrum ranges between 4000 and 400 cm⁻¹ (frequency) and 2.5 to 40 μm (wavelength). Key absorbance peaks are visible at several points, indicating the presence of various functional groups:

- **Broad Peak around 3400 cm⁻¹:** Typically associated with O-H or N-H stretching.
- **Sharp Peaks around 2900–3000 cm⁻¹:** Commonly correspond to C-H stretching in alkanes.
- **Peaks around 1700 cm⁻¹:** Indicative of C=O stretching, suggesting the presence of carbonyl groups.
- **Additional Peaks 1500-600 cm⁻¹:** These may represent various bending and stretching vibrations of different bonds, offering further insights into the compound’s structure.

#### Nuclear Magnetic Resonance (NMR) Spectrum

The NMR spectrum provides insights into the hydrogen environment within Compound C, with measurements given in δ (ppm) on the horizontal axis and intensity of absorption on the vertical.

- **Peak at 7.0 ppm (5H):** Typically associated with aromatic protons, suggesting an aromatic ring structure.
- **Peaks at 4.0 and 3.0 ppm (1H each):** Could indicate protons near electronegative atoms such as oxygen or nitrogen.
- **Multiple Peaks in the Range of 2.0 - 0.5 ppm:** (2H, 3H) These are often indicative of protons on aliphatic carbon chains, possibly methyl and methylene groups.

The NMR spectrum provides indications of the chemical structure, giving insights into how protons are distributed in various chemical environments within the compound.

Overall, the combined data from IR and NMR spectroscopy are essential for elucidating the structural characteristics of Compound C, contributing to a deeper understanding of its chemical properties.

Expert Solution

Step 1: Molecular formula

The given molecular formula is C₉H₁₂O.

Also, the FTIR and the ¹H NMR spectra of the unknown compound is given.

We have to determine the structure of the unknown compound.

Formula: The formula of the DBE is shown below

Double bond equivalency (DBE) = (No. of carbon atoms + 1) - ( $fraction numerator N o. space o f space m o n v a l e n t space a t o m s space minus space N o. space o f space t r i v a l e n t space a t o m s over denominator 2 end fraction$ ).

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