Base Strength

Base strength of a species is its ability to accept H+ from another species (see, Brønsted-Lowry theory).  The greater the ability of a species to accept a H+ from another species, the greater its base strength.  Organic chemists customarily compare the strength of bases using the strengths of their conjugate acids, measured as pKa.

eg: Base strengths of F ¯ and HS ¯

conjugate acid of  F ¯ = F ¯ + H+ = HF
conjugate acid of  HS ¯ = HS ¯ + H+ = H2S

HF is a stronger acid than H2S.  The stronger the acid, the weaker the conjugate base, and vice versa.  Thus, HS ¯ is a stronger base than F ¯.

A quantity called the pKBH+ is used to determine the relative base strength of various species without having to resort to the above analysis. The pKBH+ of a species is defined as the pKa of its conjugate acid. Thus. the pKBH+ of Fand HSare 3.17 and 7.00, respectively.   As explained above, HSis the stronger base, and notice that it has the larger pKBH+. Thus, the larger the pKBH+ of a speices, the more basic it is.

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