Summary
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1.
in the reaction of 1,1,3-tri-(β-chloroethoxy)propane with two moles of sodium methylate, two atoms of chlorine are replaced by methoxy groups, forming 1,1-di-(β-methoxyethoxy)-3-(β-chloroethoxy)propane.
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2.
The reaction of 1,1,3-tri-(β-chloroethoxy)propane with alcoholates of n-butyl and tert-butyl alcohols leads to splitting out of two molecules of HCl and the production of 1,1-divinyloxy-3-(β-chloroethoxy)propane. Under the action of excess sodium methylate on 1,1,3-tri-(β-chloroethoxy)propane, two products are formed: 1,1,3-tri-(methoxyethoxy) propane and the 1,1-dimethoxyethyl acetal of acrolein.
Literature cited
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M. F. Shostakovskii and N. A. Gershtein, Izd. AN SSSR, Otd. khim. n.,1953, 716.
S. M. McElvain and A. N. Bolstad, J. Am. Chem. Soc.,73, 1988 (1951).
A. A. Akhrem, A I. Kuznetsova, Yu. A. Titov, and I. S. Levina, Izd. AN SSSR, Otd. khim. n.,1962, 657.
A. A. Akhrem and A. I. Kuznetsova, Uspekhi khim.,32, 823 (1963).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya No. 11, pp. 2106–2108, November, 1964
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Shostakovskii, M.F., Sidel'kovskaya, F.P. & Minakova, T.T. Reaction of 1,1,3 -TRI-(β-chloroethoxy)propane with some sodium alcoholates. Russ Chem Bull 13, 2009–2011 (1964). https://doi.org/10.1007/BF00844510
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DOI: https://doi.org/10.1007/BF00844510