Organic Solutes in Aqueous Solutions

B52

B52

Maleic acid

Reaction: HOOCC(H) = C(H)COOH + Mu ® HOOCCH(Mu)-C(H)COOH

Type of reaction: addition to olefinic bond

a)      Percival, P.W., Roduner, E., Fischer, H., Camani, M., Gygax, F.N.
   and Schenck, A. Chem. Phys. Lett., 1973, 47, 11.

kM = (1.2 ± 0.1) x 1010 m3mol-1s-1 at pH = 3.5 – 4.5

b)      Percival, P.W., Roduner, E. and Fischer, H.
   in Adv. Chem. Ser. 1979, 175, 335; ed. by H.J. Ache, ACS, Washington DC, 1979.

kM = 1.4 x 1010 dm3mol-1s-1 at pH = 1

c)      Ng, B.W., Jean, Y.C., Ito, Y., Suzuki, T., Brewer, J.H., Fleming, D.G. and Walker, D.C.
   J. Phys. Chem., 1981, 85, 454.

kM = 1.1 x 1010 dm3mol-1s-1 at pH = natural ?   A = (2.3 ± 0.2) x 1013 dm3mol-1s-1

Ea = (18.8 ± 1.7) kJ mol-1  for T = 276 K to 364 K

KIE = kM av / kH = 1.2 x 1010 / 2.1 x 109 = 5.7

kH = 2.1 x 109 dm3mol-1s-1   from: Vojnarowits, L., at all (to be published)

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