Which of the following compounds will give a racemic mixture on nucleophilic substitution by OH- ion via SN1 mechanism?

Select the correct decreasing order of C-X bond length in methyl halides (CH3-X):

Both reactions (i) and (ii) give the same compound X as the major product. Identify X: (i) 3-Methylbut-1-ene + HCl → X (ii) Neopentyl alcohol + HCl (anh. ZnCl2) → X