The tosylate is such a good leaving group because it is a stable anion -OTs CH. CH← tosylate ion resonance-stabilizedanion 3 Pewon Edicon inc Common SN2 transformations of Tosylates: R-OTs O-H R-OH "C≡N R-CN Br R-Br R-O R-OR' :NHg R-NH2 LiAH4 R-H Ch!I Reacns of Alcohols (landscape) Page 8 Ch11 Reacns of Alcohols (landscape) Page 8 The tosylate is such a good leaving group because it is a stable anion. Common SN2 transformations of Tosylates: R OTs -O H - C N R' O - Br - :NH3 LiAlH4 R-OH R-CN R-Br R-OR' R-NH2 R-H