Reactions of Allenes. I. The Synthesis of Unsaturated Monocarboxylic Esters by the Carboxylation Reaction of Allenes; Reaction Conditions and Products

Autor:	Yasumasa Sakakibara, Tadashi Okamoto, Sango Kunichika
Rok vydání:	1967
Předmět:	chemistry.chemical_compound Carboxylation chemistry Methacrylic acid Side reaction Organic chemistry General Chemistry Methanol Methyl methacrylate Propadiene Carbon monoxide Catalysis
Zdroj:	Bulletin of the Chemical Society of Japan. 40:885-891
ISSN:	1348-0634 0009-2673
DOI:	10.1246/bcsj.40.885
Popis:	The carboxylation reaction of propadiene and 1,2-hexadiene with carbon monoxide and methanol in the presence of a catalyst was studied. Propadiene was carboxylated to give methyl methacrylate in a fairly good yield (62% based on the propadiene consumed) by the use of a catalyst composed of nickel carbonyl and methacrylic acid or water under a relatively low pressure. A small amount of methyl vinylacetate was also present. The predominant side reaction was a polymer formation reaction. The carboxylation of 1,2-hexadiene, however, did not proceed smoothly, and a great amount of tarry materials was obtained. The carboxylation products obtained in low yields (max. 15%) were exclusively the materials formed by a carbonyl attack on the central carbon of the allenic structure, that is, methyl trans-2-methyl-2-hexenoate and methyl 2-butyl-2-propenoate.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ae1cc17a14b4f34bf23a0f0c2fe417ea https://doi.org/10.1246/bcsj.40.885 Zobrazit plný text záznamu