Abstract
3-Phenoxypropanoic acid ( 1 ), 3-(phenylthio)propanoic acid ( 2 ), and 4-phenylbutanoic acid ( 3 ) were pyrolysed between 520 and 682 K. Analysis of the pyrolysates showed the elimination products to be acrylic acid and the corresponding arene. Pyrolysis of ethyl 3-phenoxypropanoate ( 4 ) and its methyl analogue ( 5 ), ethyl 3-(phenylthio)propanoate ( 6 ) and its methyl counterpart ( 7 ), and 3-phenoxypropane nitrile ( 8 ) were also investigated between 617 and 737 K. The thermal gas-phase elimination kinetics and product analysis are compatible with a thermal retro-Michael reaction pathway involving a four-membered cyclic transition state.
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