Page 97 - Analytical Chemistry I E-book
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Effect of Acid or Base Characteristics of the Solvent

• On the other hand, solvents such as ethylenediamine and DMF have a strong affinity for
     protons and are therefore classified as basic solvents. In these media, the acidic character
     of a solute is enhanced.

• For example, phenol is a very weak acid in water with ionization constant of about 10–10,
     while it is strong enough in ethylenediamine to be readily titrated with a standard base.

• The acid ionization constant (Ka) for phenol in ethylenediamine is significantly larger than Ka
     for the same ionization reaction in water.

C6H5OH + NH2CH2CH2NH2 → C6H5O– + NH2CH2CH2NH3+

C6H5OH + H2O  C6H5O– + H3O+
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