KINETIC-STUDY OF PROTON NUCLEAR-MAGNETIC-RESONANCE SPECTROSCOPY OF THE REACTION BETWEEN ETHYL PYRUVATE AND DIETHYL PHOSPHITE YIELDING 2-DIETHOXYPHOSPHONYL-2-HYDROXYPROPIONIC ACID ETHYL-ESTER
J. Mikroyannidis et al., KINETIC-STUDY OF PROTON NUCLEAR-MAGNETIC-RESONANCE SPECTROSCOPY OF THE REACTION BETWEEN ETHYL PYRUVATE AND DIETHYL PHOSPHITE YIELDING 2-DIETHOXYPHOSPHONYL-2-HYDROXYPROPIONIC ACID ETHYL-ESTER, Acta chemica Scandinavica, 48(11), 1994, pp. 865-871
A kinetic study of the reaction of ethyl pyruvate (A) with diethyl pho
sphite (B) yielding 2-diethoxyphosphonyl-2-hydroxypropionic acid ethyl
ester (C), an intermediate product for the preparation of 2-dihydroxy
phosphonyl-2-hydroxypropionic acid, which can be used as a corrosion a
nd scale inhibitor, was carried out in the present work by using the t
echnique of proton nuclear magnetic resonance (H-1-NMR) spectroscopy.
The H-1-NMR spectra of the reaction mixture show that the singlet at 2
.07delta assigned to CH3COCOOEt (reactant A) was reduced, while that a
t 5.48delta assigned to the hydroxyl proton of the reaction product C
was increased with the progress of the chemical reaction, making possi
ble a kinetic study of the reaction mentioned. The reaction of A with
an equimolar amount of B yielding C was found to be of second order (f
irst order with respect to A and first order with respect to B). On th
e other hand the reaction between A and B when the reagent B is in exc
ess (molar ratio n(A)/n(B) = 1:3) was found to be of pseudo-first orde
r with respect to A, although we believe that the apparent and not the
intrinsic order of the reaction is changed by using a 1:3 ratio of re
agents. Arrhenius activation parameters (E(a), In A, DELTAH(not-equal)
and DELTAS(not-equal)) were computed in both cases.