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Consider a molecule with the molecular formula C7H8O2   Draw the structure of the molecule based on the data given.

Consider a molecule with the molecular formula C7H8O2   Draw the structure of the molecule based on the data given.

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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Consider a molecule with the molecular formula C7H8O2   Draw the structure of the molecule based on the data given.

### Problem 2: Analysis of a Compound with the Formula \( C_7H_8O_2 \) #### Mass Spectrometry (MASS) The MASS spectrum provides the following details of the compound: - The highest peak (base peak) occurs at m/z = 124, suggesting the molecular ion \( M^+ \) or the mass of the compound. - Other significant peaks appear at m/z = 53, 66, 81, 94, and 95, which can be indicative of various fragment ions resulting from the breakdown of the molecular ion. #### Infrared Spectroscopy (IR) The IR spectrum displays peaks indicating the presence of certain functional groups: - A broad peak around 3400 cm\(^{-1}\) suggests O-H stretching, which is characteristic of alcohols or carboxylic acids. - Peaks around 3000 cm\(^{-1}\) can be attributed to C-H stretching vibrations typical for alkanes and aromatics. - Absorptions in the region of 1600-1500 cm\(^{-1}\) are often due to C=C stretching, indicative of aromatic rings. - Additional peaks in the fingerprint region (1500-500 cm\(^{-1}\)) provide further structural information about the compound’s backbone. #### Proton Nuclear Magnetic Resonance (\(^1\)H NMR, 300 MHz) The \(^1\)H NMR spectrum reveals proton integrations and chemical shifts: - Signals in the range of 7.5 to 7.0 ppm suggest aromatic protons. - Peaks in the downfield region around 5.5 to 5.0 ppm indicate protons possibly attached to a carbon adjacent to an electronegative atom like oxygen. - The spectrum between 4.5 and 4.0 ppm shows the splitting of signals indicative of specific proton environments and their coupling constants (Hz), correlating to their spatial relationships. #### Carbon-13 Nuclear Magnetic Resonance (DEPT \(^{13}\)C NMR, 75.5 MHz) The \(^{13}\)C NMR spectrum provides information about the carbon skeleton: - Signals ranging from 190 to 160 ppm might indicate carbons of carbonyl groups (C=O). - Peaks between 160 to 100 ppm suggest carbons in an aromatic ring (C=C). - Peaks from 80 to 40 ppm could indicate sp\(^3\)-hybridized carbons
Transcribed Image Text:### Problem 2: Analysis of a Compound with the Formula \( C_7H_8O_2 \) #### Mass Spectrometry (MASS) The MASS spectrum provides the following details of the compound: - The highest peak (base peak) occurs at m/z = 124, suggesting the molecular ion \( M^+ \) or the mass of the compound. - Other significant peaks appear at m/z = 53, 66, 81, 94, and 95, which can be indicative of various fragment ions resulting from the breakdown of the molecular ion. #### Infrared Spectroscopy (IR) The IR spectrum displays peaks indicating the presence of certain functional groups: - A broad peak around 3400 cm\(^{-1}\) suggests O-H stretching, which is characteristic of alcohols or carboxylic acids. - Peaks around 3000 cm\(^{-1}\) can be attributed to C-H stretching vibrations typical for alkanes and aromatics. - Absorptions in the region of 1600-1500 cm\(^{-1}\) are often due to C=C stretching, indicative of aromatic rings. - Additional peaks in the fingerprint region (1500-500 cm\(^{-1}\)) provide further structural information about the compound’s backbone. #### Proton Nuclear Magnetic Resonance (\(^1\)H NMR, 300 MHz) The \(^1\)H NMR spectrum reveals proton integrations and chemical shifts: - Signals in the range of 7.5 to 7.0 ppm suggest aromatic protons. - Peaks in the downfield region around 5.5 to 5.0 ppm indicate protons possibly attached to a carbon adjacent to an electronegative atom like oxygen. - The spectrum between 4.5 and 4.0 ppm shows the splitting of signals indicative of specific proton environments and their coupling constants (Hz), correlating to their spatial relationships. #### Carbon-13 Nuclear Magnetic Resonance (DEPT \(^{13}\)C NMR, 75.5 MHz) The \(^{13}\)C NMR spectrum provides information about the carbon skeleton: - Signals ranging from 190 to 160 ppm might indicate carbons of carbonyl groups (C=O). - Peaks between 160 to 100 ppm suggest carbons in an aromatic ring (C=C). - Peaks from 80 to 40 ppm could indicate sp\(^3\)-hybridized carbons
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