IR spectrum of maleic anhydride 100 80 - 60 40 20 - 4000 3600 3200 2800 2400 2000 1800 1600 1400 1200 1000 800 600 Wavenumber (cm-1) Transmittance (%)
IR spectrum of maleic anhydride 100 80 - 60 40 20 - 4000 3600 3200 2800 2400 2000 1800 1600 1400 1200 1000 800 600 Wavenumber (cm-1) 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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Given this Diels Alder experimental procedure. Make IR assignments for the given IR Spectrum.

Transcribed Image Text:**Experiment: Diels-Alder (D-A)**
**Title:** Diels-Alder Reaction (Otto and Kurt). Cycloaddition of Maleic Anhydride with Anthracene
**Reference:** Hill, R. K.; Barbaro, J. *Experiments in Organic Chemistry* (2000, 2nd Ed) pp E7-1-3.
**Purpose:** Synthesize 9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylic anhydride
---
### Reaction Scheme:
1. **Reactants:**
- Anthracene
- Maleic Anhydride
2. The reaction occurs with "reflux".
3. **Product:**
- The resultant structure is 9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylic anhydride.
### Reagent Table:
| Reagent (Source) | Mwt | mp °C | bp °C | (Fp) | mmol | Mass (%) | Density | Volume |
|------------------------|---------|--------|-------|-------|------|----------|---------|--------|
| **anthracene** (Acros) | 178.23 | 216-8 | - | (121) | 10.1 | 1.84 g (98%) | - | - |
| **maleic anhydride** (Acros) | 98.06 | 54-56 | 200 | (103) | 10.1 | 1.00 g (99%) | - | - |
| **toluene (anhyd.)** (Pharmaco) | - | 111 | - | - | - | - | 0.87 | 43 mL |
| **cycloadduct** | 276.29 | 261-2 | - | - | 10.1 | 2.79 g | - | - |
**Date Revised:** 03/09/2010ssh
#### Diagram Explanation:
The schematic shows a Diels-Alder reaction between anthracene and maleic anhydride, indicating the reflux process used to form the cycloadduct. The structural formulae of the

Transcribed Image Text:### IR Spectrum of Maleic Anhydride
**Description:**
The graph displayed represents the infrared (IR) spectrum of maleic anhydride. It provides a visual representation of transmittance (%) versus wavenumber (cm⁻¹).
**Axes:**
- **Y-Axis:** Transmittance (%) ranging from 0% to 100%.
- **X-Axis:** Wavenumber (cm⁻¹) spanning from 4000 cm⁻¹ to 600 cm⁻¹.
**Key Features:**
- The spectrum shows several distinct peaks at specific wavenumbers, indicating the presence of various functional groups within the molecule.
- A major absorption peak is notable around the 1800 cm⁻¹ region, characteristic of C=O stretching vibrations found in anhydrides.
- Other notable peaks appear below 1500 cm⁻¹, which may correspond to bending vibrations and other molecular interactions.
**Chemical Structure:**
Accompanying the spectrum is a structural diagram of maleic anhydride, emphasizing its cyclic anhydride form.
This type of IR spectrum is useful in identifying and confirming the presence of maleic anhydride in a sample by analyzing its specific vibrational modes and structural fingerprint.
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