What major alkene product is expected for the dehydration of 2-methylcyclohexanol? What key differences in the infrared spectrum would you expect when comparing the starting material (2-methylcyclohexanol) to the major alkene product?

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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**Question:**

What major alkene product is expected for the dehydration of 2-methylcyclohexanol? What key differences in the infrared spectrum would you expect when comparing the starting material (2-methylcyclohexanol) to the major alkene product?

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**Explanation:**

When 2-methylcyclohexanol undergoes dehydration, the major alkene product is typically 1-methylcyclohexene. During dehydration, water is eliminated, leading to the formation of a double bond.

**Infrared Spectrum Differences:**

1. **O-H Stretch Disappearance:** 
   - The broad O-H stretch around 3200-3550 cm⁻¹ present in 2-methylcyclohexanol will disappear in the alkene product due to the loss of the hydroxyl group.

2. **C=C Stretch Appearance:** 
   - A new C=C stretch will appear around 1600-1680 cm⁻¹ in the alkene, indicating the presence of a carbon-carbon double bond.

3. **Increased C-H Stretch Intensity:**
   - There may be an increase in the intensity of the C-H stretches around 3000 cm⁻¹, associated with the sp² hybridized carbon-hydrogen bonds in the alkene.
Transcribed Image Text:**Question:** What major alkene product is expected for the dehydration of 2-methylcyclohexanol? What key differences in the infrared spectrum would you expect when comparing the starting material (2-methylcyclohexanol) to the major alkene product? --- **Explanation:** When 2-methylcyclohexanol undergoes dehydration, the major alkene product is typically 1-methylcyclohexene. During dehydration, water is eliminated, leading to the formation of a double bond. **Infrared Spectrum Differences:** 1. **O-H Stretch Disappearance:** - The broad O-H stretch around 3200-3550 cm⁻¹ present in 2-methylcyclohexanol will disappear in the alkene product due to the loss of the hydroxyl group. 2. **C=C Stretch Appearance:** - A new C=C stretch will appear around 1600-1680 cm⁻¹ in the alkene, indicating the presence of a carbon-carbon double bond. 3. **Increased C-H Stretch Intensity:** - There may be an increase in the intensity of the C-H stretches around 3000 cm⁻¹, associated with the sp² hybridized carbon-hydrogen bonds in the alkene.
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