627-10-1Relevant articles and documents
Carbodeoxygenation of biomass: The carbonylation of glycerol and higher polyols to monocarboxylic acids
Coskun, Timur,Conifer, Christopher M.,Stevenson, Laura C.,Britovsek, George J. P.
supporting information, p. 6840 - 6844 (2013/07/05)
Glycerol is converted to a mixture of butyric and isobutyric acid by rhodium- or iridium-catalysed carbonylation using HI as the co-catalyst. The initial reaction of glycerol with HI results in several intermediates that lead to isopropyl iodide, which upon carbonylation forms butyric and isobutyric acid. At low HI concentration, the intermediate allyl iodide undergoes carbonylation to give vinyl acetic acid and crotonic acid. Higher polyols CnH n+2(OH)n are carbonylated to the corresponding C n+1 mono-carboxylic acids. Copyright
Acyl iodides in organic synthesis: VI. Reactions with vinyl ethers
Voronkov,Trukhina,Vlasova
, p. 467 - 469 (2007/10/03)
Reactions of acetyl iodide with butyl vinyl ether, 1,2-divinyloxyethane, phenyl vinyl ether, 1,4-di-vinyloxybenzene, and divinyl ether were studied. Vinyl ethers derived from aliphatic alcohols (butyl vinyl ether and 1,2-divinyloxyethane) react with acetyl iodide in a way similar to ethyl vinyl ether, i.e., with cleavage of both O-Csp2 and Alk-O ether bonds. From butyl vinyl ether, a mixture of vinyl iodide, butyl acetate, vinyl acetate, and butyl iodide is formed, while 1,2-divinyloxyethane gives rise to vinyl iodide, vinyl acetate, and 2-iodoethyl acetate. The reaction of acetyl iodide with divinyl ether involves cleavage of only one O-Csp2 bond, yielding vinyl acetate and vinyl iodide. In the reactions of acetyl iodide with phenyl vinyl ether and 1,4-divinyloxybenzene, only the O-CVin bond is cleaved, whereas the O-CAr bond remains intact.
Synthesis of Ethylene Glycol Acetates Catalyzed by Potassium Iodide and Metal Acetate
Shimizu, Kazuo,Imamura, Juichi
, p. 3200 - 3204 (2007/10/02)
The catalytic activities of various kinds of binary systems consisting of KI and metal acetate were tested in liquid phase oxidation of ethylene in acetic acid at various pressures.KI-Mn(OCOCH3)2 was found to be the most reactive system and new material, CH3COOCH2CH2OCOCH2OCOCH3, was formed as a major by-product.It was also found that the main product at an early stage of the reaction was ethylene glycol monoacetate, from which other products were formed consecutively.It is considered that catalytic reaction does not proceed via ICH2CH2I, but via ICH2CH2OH which is formed by the oxidation of ethylene with HIO.On the basis of the rate equation and the results under various reaction conditions, a mechanism of the KI-Mn(OCOCH3)2-catalyzed reaction has been proposed.