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Hydroxide Approaches
Precoordination Complex Forms

Substrate | Reagent
CO = 500 | 400 | 350 | 320 | 280
265.5 (M)

Hydroxide Attacks and
Chloride Leaves
The SN2 Reaction

CO = 265.5 (M) | 250 | 214.9 (TS)
CCl = 209.6 (TS) | 220 | 230
240 | 250 | 270 | 300
Cl-X-C-O = 150 | 130 | 110 | 90 | 70
CCl = 347.8 (M)

Chloride Leaves the
Postcoordination Complex

CCl = 347.8 (M) | 400 | 500 | 600
Product