Propose a possible structure for a compound containing exactly one oxygen atom that exhibits the following 1H NMR, 13C NMR, and IR spectra. The integration ratios are 1:6. 100 90 80 70 60 50 40- 30- * 20 Lulu 7 36 10 4000 3500 3000 2500 2000 1500 1000 Wavenumbers (cm") 500 10 4 2 1 Chemical shift (ppm) 200 175 150 125 100 75 50 25 Chemical shift (ppm) % Transmittance
Propose a possible structure for a compound containing exactly one oxygen atom that exhibits the following 1H NMR, 13C NMR, and IR spectra. The integration ratios are 1:6. 100 90 80 70 60 50 40- 30- * 20 Lulu 7 36 10 4000 3500 3000 2500 2000 1500 1000 Wavenumbers (cm") 500 10 4 2 1 Chemical shift (ppm) 200 175 150 125 100 75 50 25 Chemical shift (ppm) % Transmittance
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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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![### Spectroscopic Analysis of a Compound Containing Exactly One Oxygen Atom
This educational module provides an analysis of a compound with a single oxygen atom using three different spectroscopy methods: **¹H NMR (Proton Nuclear Magnetic Resonance), ¹³C NMR (Carbon-13 Nuclear Magnetic Resonance), and IR (Infrared) Spectroscopy.** The integration ratios for the ¹H NMR spectra are given as 1:6. Below are details and interpretations of the provided spectra.
#### 1. Infrared (IR) Spectroscopy
- **Graph Description**: The IR spectrum is plotted with % Transmittance on the y-axis and Wavenumbers (cm⁻¹) on the x-axis, ranging from 4000 to 500 cm⁻¹.
- **Analysis**:
- A broad, strong absorption near **3400 cm⁻¹** suggests the presence of an **O-H (hydroxyl) group**.
- Sharp peaks around **2900 cm⁻¹** indicate **C-H stretching vibrations** typical of alkyl groups.
- Additional significant absorptions around **1700 cm⁻¹** point towards a **C=O (carbonyl) group**, which suggests the presence of a ketone, aldehyde, ester, or carboxylic acid functional group.
- Fingerprint region (1500–500 cm⁻¹) shows a mostly unique pattern used for identifying the specific compound.
#### 2. ¹H NMR (Proton Nuclear Magnetic Resonance) Spectroscopy
- **Graph Description**: The ¹H NMR spectrum shows Chemical Shifts (ppm) on the x-axis and signal intensity on the y-axis.
- **Analysis**:
- Signals between **3 to 4 ppm** with an integration ratio indicating a **–CH group** coupled with neighboring hydrogen atoms.
- Multiple peaks between **1 to 2 ppm**, forming a complex splitting pattern, suggest the presence of multiple adjacent alkyl groups.
- The integration ratio of **1:6** supports either a single unique hydrogen environment compared to six equivalent hydrogens or two environments in this ratio, which can indicate structural features such as isopropyl groups or terminal methyl groups.
#### 3. ¹³C NMR (Carbon-13 Nuclear Magnetic Resonance) Spectroscopy
- **Graph Description**: The ¹³C NMR spectrum](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F206206aa-1104-4dbc-9e08-21639f631eee%2F648a0c93-ae48-4219-bbc0-dd2af045ecbd%2F81am9pf_processed.png&w=3840&q=75)
Transcribed Image Text:### Spectroscopic Analysis of a Compound Containing Exactly One Oxygen Atom
This educational module provides an analysis of a compound with a single oxygen atom using three different spectroscopy methods: **¹H NMR (Proton Nuclear Magnetic Resonance), ¹³C NMR (Carbon-13 Nuclear Magnetic Resonance), and IR (Infrared) Spectroscopy.** The integration ratios for the ¹H NMR spectra are given as 1:6. Below are details and interpretations of the provided spectra.
#### 1. Infrared (IR) Spectroscopy
- **Graph Description**: The IR spectrum is plotted with % Transmittance on the y-axis and Wavenumbers (cm⁻¹) on the x-axis, ranging from 4000 to 500 cm⁻¹.
- **Analysis**:
- A broad, strong absorption near **3400 cm⁻¹** suggests the presence of an **O-H (hydroxyl) group**.
- Sharp peaks around **2900 cm⁻¹** indicate **C-H stretching vibrations** typical of alkyl groups.
- Additional significant absorptions around **1700 cm⁻¹** point towards a **C=O (carbonyl) group**, which suggests the presence of a ketone, aldehyde, ester, or carboxylic acid functional group.
- Fingerprint region (1500–500 cm⁻¹) shows a mostly unique pattern used for identifying the specific compound.
#### 2. ¹H NMR (Proton Nuclear Magnetic Resonance) Spectroscopy
- **Graph Description**: The ¹H NMR spectrum shows Chemical Shifts (ppm) on the x-axis and signal intensity on the y-axis.
- **Analysis**:
- Signals between **3 to 4 ppm** with an integration ratio indicating a **–CH group** coupled with neighboring hydrogen atoms.
- Multiple peaks between **1 to 2 ppm**, forming a complex splitting pattern, suggest the presence of multiple adjacent alkyl groups.
- The integration ratio of **1:6** supports either a single unique hydrogen environment compared to six equivalent hydrogens or two environments in this ratio, which can indicate structural features such as isopropyl groups or terminal methyl groups.
#### 3. ¹³C NMR (Carbon-13 Nuclear Magnetic Resonance) Spectroscopy
- **Graph Description**: The ¹³C NMR spectrum
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