Problem: Rank the species below in order of increasing nucleophilicity in hydroxylic solvents (weakest nucleophile first):  CH3CO2-, CH3S-, HO-, H2O. a) H2O  <  CH3S-  <  CH3CO2-  <  HO- b) H2O  <  HO-  <  CH3CO2-  <  CH3S- c) H2O  <  CH3CO2-  <  HO-  <  CH3S- d) CH3CO2 - <  H2O  <  HO-  <  CH3S-

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Problem Details

Rank the species below in order of increasing nucleophilicity in hydroxylic solvents (weakest nucleophile first): 

CH3CO2-, CH3S-, HO-, H2O.

a) H2O  <  CH3S-  <  CH3CO2-  <  HO-

b) H2O  <  HO-  <  CH3CO2-  <  CH3S-

c) H2O  <  CH3CO2-  <  HO-  <  CH3S-

d) CH3CO2 - <  H2O  <  HO-  <  CH3S-

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