Dehydration of 2-methylcyclohexanol

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
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Dehydration of 2-methylcyclohexanol

The image depicts a chemical reaction involving dehydration of alcohol under acidic conditions. The starting material, 2-methylcyclohexanol, undergoes dehydration in the presence of phosphoric acid (H₃PO₄) to form two products: 1-methylcyclohexene and 3-methylcyclohexene.

**Reaction Details:**

- **Reactant:** 
  - 2-methylcyclohexanol: An alcohol with a methyl group and an OH group attached to a cyclohexane ring.
  
- **Reagent:**
  - H₃PO₄ (Phosphoric Acid): Used as a dehydrating agent to facilitate the removal of water (H₂O).

- **Products:**
  - 1-methylcyclohexene: Formed by elimination of water, resulting in a double bond between the first and second carbon in the ring.
  - 3-methylcyclohexene: Similarly formed by the elimination process, with the double bond between the second and third carbon in the ring.

This reaction demonstrates a common method of converting alcohols to alkenes through the elimination process facilitated by an acid.
Transcribed Image Text:The image depicts a chemical reaction involving dehydration of alcohol under acidic conditions. The starting material, 2-methylcyclohexanol, undergoes dehydration in the presence of phosphoric acid (H₃PO₄) to form two products: 1-methylcyclohexene and 3-methylcyclohexene. **Reaction Details:** - **Reactant:** - 2-methylcyclohexanol: An alcohol with a methyl group and an OH group attached to a cyclohexane ring. - **Reagent:** - H₃PO₄ (Phosphoric Acid): Used as a dehydrating agent to facilitate the removal of water (H₂O). - **Products:** - 1-methylcyclohexene: Formed by elimination of water, resulting in a double bond between the first and second carbon in the ring. - 3-methylcyclohexene: Similarly formed by the elimination process, with the double bond between the second and third carbon in the ring. This reaction demonstrates a common method of converting alcohols to alkenes through the elimination process facilitated by an acid.
If the reaction mixture was analyzed by GC before it could go to completion, a mixture of alkenes, as well as unreacted 2-methylcyclohexanol, would be featured in the chromatogram. Which compound would have the highest retention time? Explain.
Transcribed Image Text:If the reaction mixture was analyzed by GC before it could go to completion, a mixture of alkenes, as well as unreacted 2-methylcyclohexanol, would be featured in the chromatogram. Which compound would have the highest retention time? Explain.
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