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1 - Methylcyclohexene on addition of HCl...

1 - Methylcyclohexene on addition of HCl produces

A

1 - chloro -1- methylcyclohexane

B

`(pm)`-trans -2- chloro -1- methylcyclohexane

C

`(pm)` cis -2- chloro -1- methylcyclohexane

D

1 - chloro -2- methylcyclohexane

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To solve the problem of what products are formed when 1-methylcyclohexene reacts with HCl, we can follow these steps: ### Step 1: Understand the Structure of 1-Methylcyclohexene 1-Methylcyclohexene is a cyclic compound with a double bond. The structure can be visualized as a cyclohexane ring with a methyl group (−CH₃) attached to one of the carbon atoms of the ring. ### Step 2: Identify the Reaction with HCl When 1-methylcyclohexene reacts with HCl, the double bond acts as a nucleophile and attacks the hydrogen (H) from HCl. This leads to the formation of a carbocation. ### Step 3: Formation of Carbocations - There are two potential sites for the protonation (addition of H⁺) on the double bond: - If the H⁺ adds to the carbon atom of the double bond that is attached to the methyl group, a secondary carbocation is formed. - If the H⁺ adds to the other carbon of the double bond, a tertiary carbocation is formed. ### Step 4: Stability of Carbocations The stability of carbocations follows this order: - Tertiary (3°) > Secondary (2°) > Primary (1°) In this case, the tertiary carbocation is more stable than the secondary one, so the reaction will favor the formation of the tertiary carbocation. ### Step 5: Nucleophilic Attack by Chloride Ion Once the carbocation is formed, the chloride ion (Cl⁻) from HCl will attack the carbocation. This will lead to the formation of the final product. ### Step 6: Determine the Product The product formed will depend on the position of the chlorine atom relative to the methyl group: - The product will be 1-chloro-1-methylcyclohexane, as both the chlorine and methyl groups are attached to the same carbon atom of the cyclohexane ring. ### Step 7: Verify Other Possible Products While the reaction may suggest the possibility of other products (like trans-2-chloro-1-methylcyclohexane, cis-2-chloro-1-methylcyclohexane, and 1-chloro-2-methylcyclohexane), they do not form due to the stability of the tertiary carbocation leading to the formation of 1-chloro-1-methylcyclohexane. ### Conclusion The main product formed when 1-methylcyclohexene reacts with HCl is **1-chloro-1-methylcyclohexane**. ---
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