CORNELL
UNIVERSITY
  FS430: Understanding Wine and Beer
Calendar
Readings: Jackson pp. 232-242
Any chemistry text on acid dissociation & Henderson-Hasselbach

Chemistry
Stuctures

Chemical Reactions
Terry Acree

Chemical Reaction - molecules made of atoms in fixed proportions react (change) to form molecules in fixed proportions. " Small whole numbers!" The speed of a chemical reaction is indicated by a rate constant, k. The larger the constant faster the reaction. The reaction in wine making that converts sugar to alcohol and CO2 has a kz measured in days.

grape sugar (glucose) ethyl alcohol + carbon dioxide (gas)
C6H12O6 2 C2H6O + 2 CO2

Dissociation Reaction & Equilibrium:

AH     A- + H-
where k1/k2 = Ka

Strongest

  • C4H6O6 C4H5O6- + H+ pKa = 2.98, 4.32.
    tartaric acid
Weaker
  • C4H6O5 C4H5O5- + H+ pKa = 3.04, 5.05.
    malic
  • C3H6O3 C3H5O3- + H+ pKa = 3.08.
    lactic acid
  • C2H4O2 C2H3O2- + H+ pKa = 4.75.
    acetic acid
  • C6H8O7 C6H7O7- + H+ pKa = 3.14, 4.77, 6.39.
    citric acid
Henderson-Hasselbach Equation - pH = -log[H+]
  • pH = pKa + log[A-]/[HA]
where k1 > k2 >>> kz i.e. ionization is much faster than fermentation.

Total Acid Measurement - (titration w/ strong base)

C4H6O6 + NaOH C4H4O6Na2 + 2 H2O
tartaric acid + sodium hydroxidesodium tartrate

Dissociation of Weak Acids

  1. C4H6O6 C4H5O6- + H+....... pKa1 = 2.98.
    tartaric acid bitartrate ion + hydrogen ion

  2. C4H5O6- C4H4O6-2 + H+........ pKa2 = 4.32.
    bitartrate ion tartrate ion + hydrogen ion

The relative concentration of each species, ion, salt or acid, depends on the pH. A plot of concentration vs. pH shows that at pH 3 the undisocciated tartaric acid equals the concentration of the bitartrate ion and that the tartrate ion is just a few percent of the solution. Malic acid has more of the undissociated form than the bimalate and only trace amounts of the malate at pH 3.

How does this affect the taste of wine?


FS430 Revised 2.11.04