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Consider a molecule with the molecular formula C7H12O. Draw the structure of the molecule based on the data given.

Consider a molecule with the molecular formula C7H12O. Draw the structure of the molecule based on the data given.

Organic Chemistry
Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy
Section12.SE: Something Extra
Problem 15AP: Write molecular formulas for compounds that show the following molecular ions in their...
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Consider a molecule with the molecular formula C7H12O. Draw the structure of the molecule based on the data given.

### Problem 1: Structural Analysis of C7H12O #### Mass Spectrometry (MASS): The mass spectrum provides information about the molecular weight and the possible fragmentation pattern of the given compound with the molecular formula C<sub>7</sub>H<sub>12</sub>O. - **Peak values (m/z - Mass-to-Charge ratio):** - m/z = 41 - m/z = 55 - m/z = 68 - m/z = 81 - m/z = 97 - m/z = 112 (Base peak, corresponding to the molecular ion peak) #### Infrared Spectroscopy (IR): This IR spectrum helps in identifying functional groups present in the molecule. - **Key absorption bands (Wavenumber cm<sup>-1</sup>):** - Broad absorption around 3350 cm<sup>-1</sup> indicates O-H stretching (suggesting the presence of an alcohol or phenol group). - Peaks in the region of 2800-3000 cm<sup>-1</sup> correspond to C-H stretching. - Sharp absorption around 1700 cm<sup>-1</sup> indicates C=O stretching, typically found in carbonyl groups. - Other key absorptions are seen in regions characteristic of various functional groups such as alkane (sp<sup>3</sup> C-H bending), alkene (sp<sup>2</sup> C-H bending), and possible aromatic ring vibrations. #### Proton Nuclear Magnetic Resonance (¹H NMR) - 300 MHz: This spectrum gives insight into the hydrogen environment in the molecule. - **Chemical Shifts (δ ppm):** - Peaks appearing between δ 0.9 - 2.0 ppm typically correspond to alkyl (CH<sub>3</sub> and CH<sub>2</sub>) groups. - Peaks between δ 2.0 - 3.0 ppm might be indicative of hydrogens attached to carbons that are adjacent to electronegative atoms (such as oxygen). #### Carbon-13 DEPT Nuclear Magnetic Resonance (¹³C/DEPT NMR) - 75.5 MHz: This spectrum provides information on the carbon skeleton of the molecule. - **Chemical Shifts (δ ppm):** - Signals observed between δ 0 - 50 ppm are typical for sp
Transcribed Image Text:### Problem 1: Structural Analysis of C7H12O #### Mass Spectrometry (MASS): The mass spectrum provides information about the molecular weight and the possible fragmentation pattern of the given compound with the molecular formula C<sub>7</sub>H<sub>12</sub>O. - **Peak values (m/z - Mass-to-Charge ratio):** - m/z = 41 - m/z = 55 - m/z = 68 - m/z = 81 - m/z = 97 - m/z = 112 (Base peak, corresponding to the molecular ion peak) #### Infrared Spectroscopy (IR): This IR spectrum helps in identifying functional groups present in the molecule. - **Key absorption bands (Wavenumber cm<sup>-1</sup>):** - Broad absorption around 3350 cm<sup>-1</sup> indicates O-H stretching (suggesting the presence of an alcohol or phenol group). - Peaks in the region of 2800-3000 cm<sup>-1</sup> correspond to C-H stretching. - Sharp absorption around 1700 cm<sup>-1</sup> indicates C=O stretching, typically found in carbonyl groups. - Other key absorptions are seen in regions characteristic of various functional groups such as alkane (sp<sup>3</sup> C-H bending), alkene (sp<sup>2</sup> C-H bending), and possible aromatic ring vibrations. #### Proton Nuclear Magnetic Resonance (¹H NMR) - 300 MHz: This spectrum gives insight into the hydrogen environment in the molecule. - **Chemical Shifts (δ ppm):** - Peaks appearing between δ 0.9 - 2.0 ppm typically correspond to alkyl (CH<sub>3</sub> and CH<sub>2</sub>) groups. - Peaks between δ 2.0 - 3.0 ppm might be indicative of hydrogens attached to carbons that are adjacent to electronegative atoms (such as oxygen). #### Carbon-13 DEPT Nuclear Magnetic Resonance (¹³C/DEPT NMR) - 75.5 MHz: This spectrum provides information on the carbon skeleton of the molecule. - **Chemical Shifts (δ ppm):** - Signals observed between δ 0 - 50 ppm are typical for sp
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