1.
Arrange the following compounds in order of decreasing rate of hydrolysis for SN1\text{S}_\text{N}1 reaction:

(I) C6H5CH2BrC_6H_5CH_2Br (unsubstituted benzyl bromide)

(II) p-CH3C6H4CH2Brp\text{-}CH_3C_6H_4CH_2Br (pp-methylbenzyl bromide)

(III) p-CH3CH2C6H4CH2Brp\text{-}CH_3CH_2C_6H_4CH_2Br (pp-ethylbenzyl bromide)

(IV) 2,4,6-Trimethylbenzyl bromide (mesitylmethyl bromide)