{"title":"THE PREPARATION OF 1-ALKOXY-1,3-BUTADIENES BY PYROLYSIS OF TRIALKOXYBUTANES: II. CIS- AND TRANS-1-METHOXY-, 1-ETHOXY-, AND 1-n-PROPOXY-1,3-BUTADIENES","authors":"C. G. Farmilo, R. V. V. Nicholls","doi":"10.1139/CJR50B-084","DOIUrl":null,"url":null,"abstract":"The acetals, 1,1,3-trimethoxybutane, 1,1,3-triethoxybutane, and 1,1,3-tri-n-propoxybutane have been pyrolyzed by passage over a synthetic barium silicate at various temperatures. The yields of the 1-alkoxy-1,3-butadienes isolated from the products of pyrolysis were 80, 45, and 36% respectively. A limited number of catalysts of compositions varying from BaO: 2SiO2 to BaO: 10SiO2 have been prepared, including the recommended, BaO: 5SiO2. The qualitative effect of catalyst composition of some of these silicates on the yield of 1-methoxy-1,3-butadiene has been described. trans-1-Methoxy-1,3-butadiene has been isolated and characterized by means of reactions with maleic anhydride, and a solution containing cis and trans molecules has been analyzed and shown to contain 60% cis-1-methoxy-1,3-butadiene.","PeriodicalId":9392,"journal":{"name":"Canadian journal of research","volume":"1 1","pages":"689-700"},"PeriodicalIF":0.0000,"publicationDate":"1950-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"2","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Canadian journal of research","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1139/CJR50B-084","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 2
Abstract
The acetals, 1,1,3-trimethoxybutane, 1,1,3-triethoxybutane, and 1,1,3-tri-n-propoxybutane have been pyrolyzed by passage over a synthetic barium silicate at various temperatures. The yields of the 1-alkoxy-1,3-butadienes isolated from the products of pyrolysis were 80, 45, and 36% respectively. A limited number of catalysts of compositions varying from BaO: 2SiO2 to BaO: 10SiO2 have been prepared, including the recommended, BaO: 5SiO2. The qualitative effect of catalyst composition of some of these silicates on the yield of 1-methoxy-1,3-butadiene has been described. trans-1-Methoxy-1,3-butadiene has been isolated and characterized by means of reactions with maleic anhydride, and a solution containing cis and trans molecules has been analyzed and shown to contain 60% cis-1-methoxy-1,3-butadiene.
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