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When the all-cis isomer of C6H6Cl6 (1,2,...

When the all-cis isomer of `C_6H_6Cl_6` (1,2,3,4,5,6 -Hexachlorohexane) is heated with alc. KOH, the most probable product is :

A

B

C

D

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The correct Answer is:
To solve the problem of what product is formed when the all-cis isomer of C6H6Cl6 (1,2,3,4,5,6-hexachlorohexane) is heated with alcoholic KOH, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Structure of the Compound**: - The compound is 1,2,3,4,5,6-hexachlorohexane, which has all chlorine atoms in the same plane (all-cis isomer). This means that all the Cl atoms are either above or below the plane of the carbon chain. 2. **Understand the Reaction Conditions**: - The reaction involves heating with alcoholic KOH. KOH in alcohol acts as a strong base, which will facilitate elimination reactions. 3. **Mechanism of Reaction**: - The mechanism involved here is E1cb (Elimination Unimolecular via Conjugate Base). In this mechanism, the base (OH-) abstracts a hydrogen atom from the β-carbon (the carbon adjacent to the carbon bearing the leaving group, Cl in this case). 4. **Identify β-Hydrogens**: - In the structure of 1,2,3,4,5,6-hexachlorohexane, each carbon has a hydrogen atom that can be abstracted by OH-. Since all Cl atoms are in the same plane, the elimination will occur in a way that allows for the formation of a double bond. 5. **Elimination of Chlorine Atoms**: - The elimination will proceed with the loss of Cl atoms. As OH- abstracts a hydrogen, a Cl atom will leave, forming a double bond. This process will continue, leading to the formation of a product with multiple double bonds. 6. **Final Product Formation**: - After the elimination of three Cl atoms, the resulting product will be 1,3,5-trichlorobenzene. The remaining structure will have alternating double bonds due to the elimination of Cl atoms. ### Conclusion: The most probable product when the all-cis isomer of C6H6Cl6 is heated with alcoholic KOH is **1,3,5-trichlorobenzene**.

To solve the problem of what product is formed when the all-cis isomer of C6H6Cl6 (1,2,3,4,5,6-hexachlorohexane) is heated with alcoholic KOH, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Structure of the Compound**: - The compound is 1,2,3,4,5,6-hexachlorohexane, which has all chlorine atoms in the same plane (all-cis isomer). This means that all the Cl atoms are either above or below the plane of the carbon chain. 2. **Understand the Reaction Conditions**: ...
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RESONANCE ENGLISH-ORGANIC REACTION MECHANISMS-IV-APSP PART-3
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