NIPPON KAGAKU KAISHI
Online ISSN : 2185-0925
Print ISSN : 0369-4577
Mechanism of the Transesterification of Methyl Benzoate with Ethylene Glycol Catalyzed by Metal Acetylacetonates Complexest
Akira SUZUKIAkihiro MOCHIZUKINaoki MINAMIDEShunichi NATZUMEHirofusa SHIRAINobumasa HOJO
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1976 Volume 1976 Issue 6 Pages 983-987

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Abstract

Kinetics of the transesterification of methyl benzoate (MB) with ethylene glycol (EG) catalyzed by the metal acetylacetonates was studied at 15O-17O°C. The rate constants determined from the relation RD=k[MB] ([EG]>1 mol, [Complex] <3 x1O-3 mol) are in the following order:
Zn( acac)2 ( eg) > Zn (acac)2 > Co( a cac)2 ( e g) > Co( acac)2 ( H 2O)2 >>Ni ( acac)2 ( H 2O)2 > N i ( acac)2 ( eg) ( H2O>) Cu( acac)2 On the basis of the data of electronic as well as infrared sp ectra, gas chromatography, acid values, and X-ray diffraction, the reaction mechanism for this reaction was discussed by considering ( 1 ) the change in coordination structure of the metal complexes, ( 2) the nucleo philicity of the mixed complex formed between the catalyst and EG, ( 3 ) the side reactions.

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