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What is the major organic product for the following reaction? xs. Cl2 CI4 C (E)-1,2-dichlorohex-1-ene C (Z)-1,2-dichlorohex-1-ene C 1,1-dichlorohexane C 1,1,2,2-tetrachlorohexane C 2,2-dichlorohexane

What is the major organic product for the following reaction? xs. Cl2 CI4 C (E)-1,2-dichlorohex-1-ene C (Z)-1,2-dichlorohex-1-ene C 1,1-dichlorohexane C 1,1,2,2-tetrachlorohexane C 2,2-dichlorohexane

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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
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**Title: Understanding the Reaction of Hexyne with Chlorine** **Question:** What is the major organic product for the following reaction? **Reaction Details:** - Reactant: Hexyne (alkyne with a six-carbon chain) - Reagent: Excess Chlorine (\( \text{Cl}_2 \)) in Carbon Tetrachloride (\( \text{CCl}_4 \)). Reactants undergo an addition reaction where the alkyne reacts with chlorine in a solvent. **Options for Products:** 1. **(E)-1,2-dichlorohex-1-ene** 2. **(Z)-1,2-dichlorohex-1-ene** 3. **1,1-dichlorohexane** 4. **1,1,2,2-tetrachlorohexane** 5. **2,2-dichlorohexane** **Explanation of Reaction Mechanism:** The reaction involves the addition of chlorine across the triple bond of hexyne. With excess chlorine, both pi-bonds are broken, and chlorine atoms add to the carbons originally involved in the alkyne, ultimately forming a saturated alkane with multiple chlorine substitutions. **Correct Answer: 4. 1,1,2,2-tetrachlorohexane** **Details of the Correct Product:** - The alkyne triple bond reacts fully with the excess chlorine, resulting in the addition of chlorine atoms to produce a 1,1,2,2-tetrachlorohexane as the major product. - This fully saturated product forms due to chlorine’s reactivity with both pi bonds of the alkyne. This reaction exemplifies how alkynes can undergo electrophilic addition reactions with halogens in organic chemistry, resulting in polyhalogenated alkanes.
Transcribed Image Text:**Title: Understanding the Reaction of Hexyne with Chlorine** **Question:** What is the major organic product for the following reaction? **Reaction Details:** - Reactant: Hexyne (alkyne with a six-carbon chain) - Reagent: Excess Chlorine (\( \text{Cl}_2 \)) in Carbon Tetrachloride (\( \text{CCl}_4 \)). Reactants undergo an addition reaction where the alkyne reacts with chlorine in a solvent. **Options for Products:** 1. **(E)-1,2-dichlorohex-1-ene** 2. **(Z)-1,2-dichlorohex-1-ene** 3. **1,1-dichlorohexane** 4. **1,1,2,2-tetrachlorohexane** 5. **2,2-dichlorohexane** **Explanation of Reaction Mechanism:** The reaction involves the addition of chlorine across the triple bond of hexyne. With excess chlorine, both pi-bonds are broken, and chlorine atoms add to the carbons originally involved in the alkyne, ultimately forming a saturated alkane with multiple chlorine substitutions. **Correct Answer: 4. 1,1,2,2-tetrachlorohexane** **Details of the Correct Product:** - The alkyne triple bond reacts fully with the excess chlorine, resulting in the addition of chlorine atoms to produce a 1,1,2,2-tetrachlorohexane as the major product. - This fully saturated product forms due to chlorine’s reactivity with both pi bonds of the alkyne. This reaction exemplifies how alkynes can undergo electrophilic addition reactions with halogens in organic chemistry, resulting in polyhalogenated alkanes.
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