Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Transcribed Image Text:**Infrared (IR) Spectrum Analysis**
**Which of the following compounds will have some of the characteristics of the IR spectrum below? Explain.**
**IR Spectrum Details:**
- **Transmittance (T%):** The y-axis represents transmittance percentages, ranging from 90% to 100%.
- **Wavenumber (cm⁻¹):** The x-axis displays the wavenumber, ranging from approximately 2000 to 3500 cm⁻¹.
**Key Absorption Peaks:**
1. **3087 cm⁻¹:** This peak is characteristic of C-H stretching in aromatic compounds.
2. **3033 cm⁻¹:** Another C-H stretching peak, typically seen in aromatic rings.
3. **2921 cm⁻¹:** C-H stretching in aliphatic compounds.
4. **1727 cm⁻¹:** A strong absorption band indicative of a C=O stretching vibration, commonly found in carbonyl groups.
**Molecular Structures:**
1. **First Structure:** A brominated aromatic carboxylic acid.
2. **Second Structure:** A brominated aromatic ester.
3. **Third Structure:** A nitrogen-containing heterocyclic compound.
**Analysis:**
- The strong absorption at 1727 cm⁻¹ suggests the presence of a carbonyl group (C=O stretching), which is consistent with the first and second structures (carboxylic acid and ester).
- The peaks around 3087 cm⁻¹ and 3033 cm⁻¹ indicate C-H stretching in aromatic compounds, present in all three structures.
- The peak at 2921 cm⁻¹ reflects aliphatic C-H stretching, which may appear in the ester and the nitrogen-containing heterocycle.
**Conclusion:**
The IR spectrum provided matches the characteristics of compounds with aromatic rings, aliphatic C-H bonds, and a distinct carbonyl group. Both the first and second structures (the brominated aromatic carboxylic acid and ester) closely reflect these features.
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