Was your column chromatography separation of the three compounds in clove oil successful? Explain why or why not.

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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### Clove Oil Component Analysis

The main components of clove oil are eugenol, eugenol acetate, and β-caryophyllene. The structures of these compounds are shown below:

- **Eugenol**: Contains a hydroxyl group attached to an aromatic ring.
- **Eugenol Acetate**: Similar to eugenol but with an acetate group.
- **β-Caryophyllene**: A cyclic hydrocarbon.

#### a) Ranking Polarity
Rank the compounds from least polar to most polar:
- β-caryophyllene (least polar)
- Eugenol acetate
- Eugenol (most polar)

#### b) TLC Analysis
After performing TLC using a 10% acetone in hexanes mobile phase, the following TLC plate was obtained:

- The plate shows three distinct spots at different heights:
  - **Top Spot**: 5 cm from the baseline.
  - **Middle Spot**: 2.8 cm from the baseline.
  - **Bottom Spot**: On the baseline.

Identify the compounds:
- **Top Spot**: Eugenol (most polar, least retention).
- **Middle Spot**: Eugenol acetate (moderate polarity and retention).
- **Bottom Spot**: β-caryophyllene (least polar, most retention).

#### c) Calculating Rf Value
Calculate the \( R_f \) value for the middle spot:

\[ R_f = \frac{\text{Distance traveled by compound}}{\text{Distance traveled by solvent front}} = \frac{2.8 \, \text{cm}}{5 \, \text{cm}} = 0.56 \]

#### d) Effect of Increased Polarity
Increasing the polarity of the mobile phase would result in higher \( R_f \) values for all spots, as the more polar phase would interact more with the polar compounds, carrying them further up the plate.

#### e) Column Chromatography Elution Order
In column chromatography:
- **First to Elute**: β-caryophyllene (least polar).
- **Last to Elute**: Eugenol (most polar).

#### f) Fraction Analysis with TLC
Four TLC plates analyzed fractions:
- **Plate with Two Spots near Baseline**: Contain fractions 1-4.
- **Plate with Three Spots near Baseline**: Contain fractions 5-8.
- **Plate with Distinct Middle Spot**: Cont
Transcribed Image Text:### Clove Oil Component Analysis The main components of clove oil are eugenol, eugenol acetate, and β-caryophyllene. The structures of these compounds are shown below: - **Eugenol**: Contains a hydroxyl group attached to an aromatic ring. - **Eugenol Acetate**: Similar to eugenol but with an acetate group. - **β-Caryophyllene**: A cyclic hydrocarbon. #### a) Ranking Polarity Rank the compounds from least polar to most polar: - β-caryophyllene (least polar) - Eugenol acetate - Eugenol (most polar) #### b) TLC Analysis After performing TLC using a 10% acetone in hexanes mobile phase, the following TLC plate was obtained: - The plate shows three distinct spots at different heights: - **Top Spot**: 5 cm from the baseline. - **Middle Spot**: 2.8 cm from the baseline. - **Bottom Spot**: On the baseline. Identify the compounds: - **Top Spot**: Eugenol (most polar, least retention). - **Middle Spot**: Eugenol acetate (moderate polarity and retention). - **Bottom Spot**: β-caryophyllene (least polar, most retention). #### c) Calculating Rf Value Calculate the \( R_f \) value for the middle spot: \[ R_f = \frac{\text{Distance traveled by compound}}{\text{Distance traveled by solvent front}} = \frac{2.8 \, \text{cm}}{5 \, \text{cm}} = 0.56 \] #### d) Effect of Increased Polarity Increasing the polarity of the mobile phase would result in higher \( R_f \) values for all spots, as the more polar phase would interact more with the polar compounds, carrying them further up the plate. #### e) Column Chromatography Elution Order In column chromatography: - **First to Elute**: β-caryophyllene (least polar). - **Last to Elute**: Eugenol (most polar). #### f) Fraction Analysis with TLC Four TLC plates analyzed fractions: - **Plate with Two Spots near Baseline**: Contain fractions 1-4. - **Plate with Three Spots near Baseline**: Contain fractions 5-8. - **Plate with Distinct Middle Spot**: Cont
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