Question:

Identify the major product formed from the following reaction?

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\[ NaNO_2 \rightarrow \text{Nitro compounds } (R-NO_2) \] whereas \[ AgNO_2 \rightarrow \text{Alkyl nitrites } (R-ONO) \] Silver nitrite reacts through oxygen due to its covalent nature.
Updated On: Jun 22, 2026
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The Correct Option is D

Solution and Explanation

Step 1: Addition of HCl to the alkene.
The given alkene is \(1\)-methylcyclohexene.
On reaction with HCl, Markovnikov addition takes place.
Hydrogen adds to the carbon having more hydrogens, while chlorine attaches to the more substituted carbon.
Thus, the product formed is: \[ 1\text{-chloro-1-methylcyclohexane} \] This is a tertiary alkyl halide.

Step 2: Reaction with \(AgNO_2\).
Silver nitrite is a covalent reagent and generally forms alkyl nitrites: \[ R-ONO \] instead of nitro compounds: \[ R-NO_2 \] Thus, \[ 1\text{-chloro-1-methylcyclohexane} \] reacts with \[ AgNO_2 \] to form the corresponding alkyl nitrite: \[ R-ONO \]

Step 3: Identify the correct product.
The product contains: \[ -ONO \] attached to the tertiary carbon bearing the methyl group.
This corresponds to option (4).

Step 4: Final conclusion.
Hence, the major product formed is the alkyl nitrite: \[ \boxed{\text{Option (4)}} \]
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