The maximum no. of isomers (including stereoisomers) that are possible on mono-chlorination of the compound: 3,3-dimethylpentane is? The answer given is 5.
My working: The fourth carbon is chiral when chlorine is added to it, so it'd have an enantiomer, and there are two other carbons where chlorine can be substituted, so how is the answer 5?
- $\ce{CH3-CH2-C(CH3)2-CH2-CH2Cl}$,
- $\ce{CH3-CHCl-C(CH3)2-CH2-CH3}$ (this is chiral and would have an enantiomer),
- $\ce{CH3-CH2-C(CH2Cl)(CH3)-CH2CH3}$
are the compounds I could make out.