posted by Alice on .
Which would react faster with MeI in aqueous solution: OH- or Et3N?
I know that the reaction in aqueous solution would be an Sn1 reaction and so steric hindrance wouldn't have such a great effect. I am not sure which is a better nucleophile out of OH- and Et3N. OH- is charged, but the Et groups on Et3N are electron donating and would increase the availability of the lone pair on N. Also O is small than N and more electronegative, but I don't know if that would affect nuceophilicity.
The last one may be the best.