Consider the IR spectrum of the product, isopentyl ethanoate(attached below). Please comment on the product absorbances and differences from the IR spectrum of the starting material, 3-methylbutanol.Then Please comment on the product absorbances and differences from the IR spectrum of the starting material, 3-methylbutanol.

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Consider the IR spectrum of the product, isopentyl ethanoate(attached below). Please comment on the product
absorbances and differences from the IR spectrum of the starting material, 3-methylbutanol.Then Please comment on the product
absorbances and differences from the IR spectrum of the starting material, 3-methylbutanol.

## Fischer Ester Synthesis (FE)

### Title:
Synthesis of Isopentyl Ethanoate, the Banana Fragrance (concentrated), the Pear Fragrance (dilute aqueous solution), and Honeybee's Sting Pheromone.

### Reference:
Miner Laboratories, *Organic Syntheses Collected Volume I* (1941), p. 285.

### Purpose:
To synthesize isopentyl ethanoate from isopentanol and acetic acid using the Emil Fischer method.

### Reaction Equation:
\[ \text{3-methylbutanol} + \text{ethanoic acid} \xrightarrow{\text{cat. H}_2\text{SO}_4, \text{ reflux 1 h}} \text{isopentyl ethanoate} + \text{H}_2\text{O} \]

### Reagent Table:

| **Reagent (source)**       | **Mwt** | **mp °C** | **bp °C** | **mmol** | **equiv** | **mass** | **density** | **volume** |
|----------------------------|---------|-----------|-----------|----------|-----------|----------|-------------|------------|
| 3-methylbutanol (Fisher)   | 88.2    | -         | 130       | 50       | 1.0       | 4.41 g   | 0.81 g/mL   | 5.4 mL     |
| ethanoic acid (99.7%) (Fisher) | 60.1    | 17        | 118       | 100      | 2.0       | 6.00 g   | 1.06 g/mL   | 5.7 mL     |
| \( \text{H}_2\text{SO}_4 \) (Fisher) | 98.0    | -         | -         | 0.06     | 0.001     | 5.4 mg   | 1.84 g/mL   | 0.3 mL     |
| isopentyl ethanoate (Fisher) | 130.2   | -79       | 136       | 50       | 1.0       | 6.51 g   | 0.87 g/mL   | 7.5 m
Transcribed Image Text:## Fischer Ester Synthesis (FE) ### Title: Synthesis of Isopentyl Ethanoate, the Banana Fragrance (concentrated), the Pear Fragrance (dilute aqueous solution), and Honeybee's Sting Pheromone. ### Reference: Miner Laboratories, *Organic Syntheses Collected Volume I* (1941), p. 285. ### Purpose: To synthesize isopentyl ethanoate from isopentanol and acetic acid using the Emil Fischer method. ### Reaction Equation: \[ \text{3-methylbutanol} + \text{ethanoic acid} \xrightarrow{\text{cat. H}_2\text{SO}_4, \text{ reflux 1 h}} \text{isopentyl ethanoate} + \text{H}_2\text{O} \] ### Reagent Table: | **Reagent (source)** | **Mwt** | **mp °C** | **bp °C** | **mmol** | **equiv** | **mass** | **density** | **volume** | |----------------------------|---------|-----------|-----------|----------|-----------|----------|-------------|------------| | 3-methylbutanol (Fisher) | 88.2 | - | 130 | 50 | 1.0 | 4.41 g | 0.81 g/mL | 5.4 mL | | ethanoic acid (99.7%) (Fisher) | 60.1 | 17 | 118 | 100 | 2.0 | 6.00 g | 1.06 g/mL | 5.7 mL | | \( \text{H}_2\text{SO}_4 \) (Fisher) | 98.0 | - | - | 0.06 | 0.001 | 5.4 mg | 1.84 g/mL | 0.3 mL | | isopentyl ethanoate (Fisher) | 130.2 | -79 | 136 | 50 | 1.0 | 6.51 g | 0.87 g/mL | 7.5 m
### Infrared Spectroscopy Analysis

**Graph Description:**

This graph represents an infrared (IR) spectroscopy spectrum, showing the % transmittance of a sample across various wavenumbers measured in cm⁻¹. The x-axis indicates the wavenumbers, ranging from 4000 to 600 cm⁻¹, while the y-axis shows the % transmittance from 0% to 100%.

**Peaks Identified:**

1. **2958.93 cm⁻¹:** Strong absorption typically indicative of C-H stretching in alkanes.
2. **2873.36 cm⁻¹:** Another peak associated with C-H stretching.
3. **1737.95 cm⁻¹:** Strong peak, often indicating a C=O carbonyl stretch, characteristic of esters or aldehydes.
4. **1464.35 cm⁻¹:** Medium peak, frequently associated with C-H bending in alkanes.
5. **1360.06 and 1368.64 cm⁻¹:** Peaks that could be related to C-H bending vibrations.
6. **1228.38 cm⁻¹:** Possible C-O stretch in alcohols, ethers, or esters.
7. **1120.43 cm⁻¹:** Often associated with C-O stretching vibrations.
8. **1053.76 cm⁻¹:** Common for C-O stretching in primary and secondary alcohols.
9. **961.09 cm⁻¹:** Could mark out-of-plane C-H bending.

**Analysis Overview:**

The spectrum provides a detailed view of the functional groups present in the sample analyzed. These peaks help identify the molecular structure and the types of bonds within the compound, crucial for confirming chemical identity and purity in research and industrial applications.
Transcribed Image Text:### Infrared Spectroscopy Analysis **Graph Description:** This graph represents an infrared (IR) spectroscopy spectrum, showing the % transmittance of a sample across various wavenumbers measured in cm⁻¹. The x-axis indicates the wavenumbers, ranging from 4000 to 600 cm⁻¹, while the y-axis shows the % transmittance from 0% to 100%. **Peaks Identified:** 1. **2958.93 cm⁻¹:** Strong absorption typically indicative of C-H stretching in alkanes. 2. **2873.36 cm⁻¹:** Another peak associated with C-H stretching. 3. **1737.95 cm⁻¹:** Strong peak, often indicating a C=O carbonyl stretch, characteristic of esters or aldehydes. 4. **1464.35 cm⁻¹:** Medium peak, frequently associated with C-H bending in alkanes. 5. **1360.06 and 1368.64 cm⁻¹:** Peaks that could be related to C-H bending vibrations. 6. **1228.38 cm⁻¹:** Possible C-O stretch in alcohols, ethers, or esters. 7. **1120.43 cm⁻¹:** Often associated with C-O stretching vibrations. 8. **1053.76 cm⁻¹:** Common for C-O stretching in primary and secondary alcohols. 9. **961.09 cm⁻¹:** Could mark out-of-plane C-H bending. **Analysis Overview:** The spectrum provides a detailed view of the functional groups present in the sample analyzed. These peaks help identify the molecular structure and the types of bonds within the compound, crucial for confirming chemical identity and purity in research and industrial applications.
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