PDA

View Full Version : The Strength of Nucleophiles


AsuraSky
Oct30-10, 09:55 PM
One the practice problems i was doing in preparation for my exam was to rank the following nucleophiles in the order of decreasing reactivity, best nucleophile first.

Nucleophiles: CH3OH, Br-, NH3, F-, CH3S-

The answer was CH3S->Br->NH3>F->CH3OH

What I don't understand is why CH3S- is a stronger nucleophile than the bromide ion, shouldn't bromide be stronger because it's a bigger atom and thus have more polarizability?

Trave11er
Nov1-10, 02:27 PM
You sure it is a good row? It seems that amonia should be a better nucleophile than Br-?