Problem: Imagine a reaction that can replace one hydrogen atom of an alkane at random with a chlorine atom.If 2,2-dimethylbutane were subjected to such a reaction, how many different compounds (ignoring optical isomers) would be obtained?

FREE Expert Solution

Parent chain → butane

Substituents:

dimethyl- → two -CH3s at C2 

There are 3 unique Hs that can be replaced by Cl in this molecule:

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Problem Details

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


If 2,2-dimethylbutane were subjected to such a reaction, how many different compounds (ignoring optical isomers) would be obtained?

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