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Unformatted text preview: polarity think back to our discussion on dipoles and hydrogen bonding. One measure of a solvents polarity or ability to solvate a charged species is the dielectric constant ( ). For example, consider H 2 O: In general, we can classify solvents as protic or aprotic. If a solvent is capable of engaging in hydrogen bonding (must have an N-H or O-H bond) then it is considered protic, if not it is aprotic. Examples of protic solvents: H 2 O CH 3 OH CH 3 CH 2 OH CH 3 CH 2 CH 2 OH Examples of aprotic solvents 2-propanone dichloromethane ethoxy ethane hexane Lets consider the effect the solvent may have on both S N 2 and S N 1 reactions. S N 2 reaction coordinate diagram: S N 1 reaction coordinate diagram:...
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