This is a nucleophilic substitution reaction that proceeds by the SN2 mechanism since it involves a primary alkyl halide. The faster reaction is the one with the stronger nucleophile and less protic solvent: b.CH3CH2CH2Br ----SH,RSH---> CH3CH2CH2SH + Br - S is more polarizable than O making its lone pairs more accessible and is hence a better nucleophile. Also the lone pairs are less solvated in RSH due to much weaker hydrogen bonding than in H2O. Solution This is a nucleophilic substitution reaction that proceeds by the SN2 mechanism since it involves a primary alkyl halide. The faster reaction is the one with the stronger nucleophile and less protic solvent: b.CH3CH2CH2Br ----SH,RSH---> CH3CH2CH2SH + Br - S is more polarizable than O making its lone pairs more accessible and is hence a better nucleophile. Also the lone pairs are less solvated in RSH due to much weaker hydrogen bonding than in H2O..