Summary
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1.
The reaction of 2-chloroethanol with acrolein was studied. Acrolein bis-2-chloroethyl acetal (I) and 1,1,3-tris-2-chloroethoxypropane (II) were synthesized.
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2.
The reaction of (II) with sodium methoxide, ethoxide, and isopropoxide was investigated. One chlorine atom was replaced with formation of 1,3-bis-2-chloroethoxy-1-(2-methoxyethoxy) propane (III), 1,3-bis-2-chloroethoxy-1-(2-ethoxyethoxy) propane (IV), and 1,3-bis-2-chloroethoxy-1-(2-isopropoxyethoxy)propane (V).
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3.
In the reaction of (II) with sodium butoxide and t-butoxide the elimination of hydrogen chloride occurred with formation of 1,3-bis-2-chloroethoxy-1-(vinyloxy)propane (VI).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12 p. 2197–2202, December, 1964
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Shostakovskii, M.F., Minakova, T.T. & Sidel'kovskaya, F.P. Unsaturated aldehydes communication 1. Properties of the products of the addition of 2 -chloroethanol to acrolein. Russ Chem Bull 13, 2094–2098 (1964). https://doi.org/10.1007/BF00844222
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DOI: https://doi.org/10.1007/BF00844222