(Solution) - Imagine a reaction that can replace one hydrogen atom of -(2025 Original AI-Free Solution)

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Imagine a reaction that can replace one hydrogen atom of an alkane at random with a chlorine atom.

If pentane were subjected to such a reaction, how many different compounds with the formula C5H11Cl would be obtained? Give their Lewis structures. Then build models (or draw wedge-dashed wedge formulas) for each compound.
Provide the same analysis carried out on 2.2-dimethvlbutane.