When 2-chloropropane is treated with OH- in alcohol, an elimination reaction occurs resulting in propene as the organic product. The equation for this reaction is shown below. Three different mechanisms (I, II, and III) are given below this. Which of these is the correct mechanism for the reaction ? II III CH₂-CH-CH₂ CH₂ CH₂ CH-CH₂ Select one: A. II B. III C. I alcohol slow CH₂ CH₂₁ CH₂-CH=CH₂ (+H₂O + a) propene CH₂ Rf CH₂ H₂O GO CH₂-CH=CH₂ OH + H₂O CH₂-CH=CH₂ H₂O CH₂-CH=CH₂
When 2-chloropropane is treated with OH- in alcohol, an elimination reaction occurs resulting in propene as the organic product. The equation for this reaction is shown below. Three different mechanisms (I, II, and III) are given below this. Which of these is the correct mechanism for the reaction ? II III CH₂-CH-CH₂ CH₂ CH₂ CH-CH₂ Select one: A. II B. III C. I alcohol slow CH₂ CH₂₁ CH₂-CH=CH₂ (+H₂O + a) propene CH₂ Rf CH₂ H₂O GO CH₂-CH=CH₂ OH + H₂O CH₂-CH=CH₂ H₂O CH₂-CH=CH₂
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
Chapter1: Chemical Foundations
Section: Chapter Questions
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![**Elimination Reaction of 2-Chloropropane**
*Introduction*
When 2-chloropropane is treated with hydroxide ions (OH⁻) in alcohol, an elimination reaction occurs, resulting in propene as the organic product. The chemical equation for this reaction is shown below. Three different reaction mechanisms (I, II, and III) are provided for analysis.
*Question*
Which of these is the correct mechanism for the reaction?
*Chemical Equation*
\[ \text{CH}_3\text{CHClCH}_3 + \text{OH}^- \rightarrow \text{CH}_3\text{CH=CH}_2 + \text{H}_2\text{O} + \text{Cl}^- \]
*Diagram Explanation*
- **Mechanism I**:
- The OH⁻ ion abstracts a hydrogen atom from the carbon adjacent to the chlorine-bearing carbon, creating a double bond after the chlorine leaves. This step is marked as 'slow', indicating it is the rate-determining step.
- The product is water and a chloride ion.
- **Mechanism II**:
- The chlorine leaves first, forming a carbocation.
- Next, the OH⁻ ion abstracts a hydrogen from the adjacent carbon, forming a double bond.
- **Mechanism III**:
- The chlorine leaves first, forming a carbocation. This step is marked as 'slow.'
- Simultaneously, the OH⁻ abstracts a hydrogen, forming water and leading to the formation of a double bond.
*Options*
- A. II
- B. III
- C. I
(Choose the correct mechanism based on the understanding of the elimination process described.)](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fc14b7619-7f42-456d-bd15-e2d5f2d4f203%2Fc41115c3-0d9d-4cf4-a95c-401c7b5fa2a1%2Flzljzo_processed.jpeg&w=3840&q=75)
Transcribed Image Text:**Elimination Reaction of 2-Chloropropane**
*Introduction*
When 2-chloropropane is treated with hydroxide ions (OH⁻) in alcohol, an elimination reaction occurs, resulting in propene as the organic product. The chemical equation for this reaction is shown below. Three different reaction mechanisms (I, II, and III) are provided for analysis.
*Question*
Which of these is the correct mechanism for the reaction?
*Chemical Equation*
\[ \text{CH}_3\text{CHClCH}_3 + \text{OH}^- \rightarrow \text{CH}_3\text{CH=CH}_2 + \text{H}_2\text{O} + \text{Cl}^- \]
*Diagram Explanation*
- **Mechanism I**:
- The OH⁻ ion abstracts a hydrogen atom from the carbon adjacent to the chlorine-bearing carbon, creating a double bond after the chlorine leaves. This step is marked as 'slow', indicating it is the rate-determining step.
- The product is water and a chloride ion.
- **Mechanism II**:
- The chlorine leaves first, forming a carbocation.
- Next, the OH⁻ ion abstracts a hydrogen from the adjacent carbon, forming a double bond.
- **Mechanism III**:
- The chlorine leaves first, forming a carbocation. This step is marked as 'slow.'
- Simultaneously, the OH⁻ abstracts a hydrogen, forming water and leading to the formation of a double bond.
*Options*
- A. II
- B. III
- C. I
(Choose the correct mechanism based on the understanding of the elimination process described.)
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