Which Should Be a Stronger Base: Ammonia, , or Trifluoronitrogen

question 42

Multiple Choice

Which should be a stronger base: ammonia, , or trifluoronitrogen, ? Why?

• A) ; The fluorine atoms, being already highly electronegative, repel and tend to release the lone electron pair more easily, making it the stronger base.
• B) ; The fluorines have greater electronegativities and pull the lone pair electrons closer to nitrogen, thus making less willing to release the electron pair and thus be a weaker base.
• C) ; Ammonia tends to form a very pungent but weak base. will definitely form a stronger base since the highly polar fluorines have replaced the weak hydrogens.
• D)Neither; The nitrogens are large enough to shield the effect of either the hydrogens or fluorines from exerting any appreciable influence over the electron pair. Both molecules will have nearly identical base strength.

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