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Reactions of bis(chloromethyl) ethers of glycols with sodium alkoxides

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dc.contributor.author Arbuzov B.
dc.contributor.author Vinokurova G.
dc.date.accessioned 2018-09-14T20:17:52Z
dc.date.available 2018-09-14T20:17:52Z
dc.date.issued 1953
dc.identifier.issn 0568-5230
dc.identifier.uri https://dspace.kpfu.ru/xmlui/handle/net/132315
dc.description.abstract 1. A study has been made of the chloromethylation of 1,2- and 1,3-propanediols, and this has resulted in the preparation of the two corresponding bis(chloromethyl) ethers, which have not been described previously. 2. A study has been made of the reactions of the bis(chlorornethyl) ethers of ethylene glycol, 1,2- and 1,3-propanediols, 1,3-butaned iol. and 2-butyne-1,4-diol with the methoxide, ethoxide, isopropoxide, butoxide, and isobutoxide of sodium. These reactions have resulted in the preparation of the corresponding bis(alkoxymethyl) ethers of the glycols, and also the mono(isopropoxymethyl) and mono(isobutoxymethyl) ethers of ethylene glycol, the mono(butoxymethyl) ether of 1,2 propanediol, and the compound C2H9OCH2OCH2CH2OCH2OCH2CH2OCH2OC2H9. 3. It has been established that in the reactions of all of the investigated bis(chloromethyl) ethers of glycols with sodium butoxide and with sodium isobutoxide, by-products, i.e., dibutoxymethane and diisobutoxymethane, are formed. Also, in the reactions of the bis(chloromethyl) ether of ethylene glycol with sodium isobutoxide and of the bis(chloromethyl) ether of 1,2-propaned iol with sodium butoxide, not only the corresponding acetals and bis(alkoxymethyl) ethers were formed, but also the corresponding mono(alkoxymethyl) ethers of these glycols. As a result of the reaction of the bis(chloromethyl) ether of ethylene glycol with sodium butoxide, in addition to dibutoxymethane and the bis(butoxymethyl) ether of the glycol, the following compound was obtained: C4H9OCH2OCH2CH2OCH2OCH2CH2OCH2OC4H9 4. Hypotheses have been advanced in explanation of the formation of the acetals, monoethers of the glycols, and the substance C4H9OCH2OCH2CH2OCH2OCH2CH2OCH2OC4H9. © 1953 Consultants Bureau, Inc.
dc.relation.ispartofseries Bulletin of the Academy of Sciences of the USSR Division of Chemical Science
dc.title Reactions of bis(chloromethyl) ethers of glycols with sodium alkoxides
dc.type Article
dc.relation.ispartofseries-issue 5
dc.relation.ispartofseries-volume 2
dc.collection Публикации сотрудников КФУ
dc.relation.startpage 735
dc.source.id SCOPUS05685230-1953-2-5-SID34250582603


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  • Публикации сотрудников КФУ Scopus [17617]
    Коллекция содержит публикации сотрудников Казанского федерального (до 2010 года Казанского государственного) университета, проиндексированные в БД Scopus, начиная с 1970г.

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