Journal of Physical Chemistry p. 9 - 11 (1980)
Update date:2022-08-11
Topics:
Martin, Ignacio
Chuchani, Gabriel
Avila, Irama
Rotinov, Alexandra
Olmos, Rolando
Three 2-substituted-2-propyl acetates undergo a homogeneous, first-order, unimolecular elimination in the gas phase at temperatures from 230 to 340 deg C and pressures from 56 to 210 mmHg.The rate constants are expressible by the Arrhenius equation: for 2,3,3-trimethyl-2-butyl acetate, log k (s-1) = (14.40 +/- 0.49) - (171.5 +/- 4.6) kJ mol-1 (2.303RT)-1; for α-acetoxyisobutyronitrile, log k (s-1) = (14.45 +/- 0.82) - (198.7 +/- 8.8) kJ mol-1 (2.303RT)-1; for methyl α-acetoxyisobutyrate, log k (s-1) = (12.53 +/- 0.32) - (176.1 +/- 3.6) kJ mol-1 (2.303RT)-1.The Taft correlation for the pyrolyses of tertiary esters with substituents on the α-carbon is projected and discussed.Many of these substituents enhance the elimination by steric accelaration.
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