Summary
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1.
The conditions for synthesis of β-hydroxyethylalkylacetals have been worked out.
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2.
Conditions for synthesis of dialkylacetals have been elucidated.
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3.
Their tendency towards disproportionation with further transformations has been demonstrated.
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4.
Of the 6 compounds synthesized 5 have not previously been prepared or described.
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5.
A mechanism explaining the transformations is presented.
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Literature Cited
P. V. Zimakov, Ethylene Oxide, 1946, p. 194.
ibid., p. 195.
U.S.Pat. 2406504 (1946); 2382874 (1945); 2364438 (1944). Brit. Pat. 601612 (1948); US Pat. 2442304 (1948) and others.
V. V. Markovnikov, Thesis, Kazan, 1869.
A. P. Eltekov, J. Russ. Phys. Chem. Soc., 14, 355 (1982).
A. E. Favorsky, J. Russ. Phys. Chem. Soc., 38 74) (1986).
A. E. Favorsky, J. Russ. Phys. Chem. Soc., 38, 741 (1906).
M. H. Palomaa, Ber. 35, 3300 (1902).
A. Wurtz, Ann. Chim. (3), 55, 431 (1895).
Walter Lippert, Ann. 276, 174 (1893).
Yu. A. Drushell, G. R. Bancroft, C. 1918, p. 916.
F. Telegen, Rec. Trav. chim. Pays-Bas 57, 667 (1938).
M. B. Turova-Polyak, J. Appl. Chem., 9 696 (1936).
N. A. Gershtein and M. F. Shostakovsky, J. Gen. Chem., 18, 451 (1948).
M. F. Shostakovsky and N. A. Gershtein, J. Gen. Chem., 16, 937 (1946).
N. A. Gershtein and M. F. Shostakovsky, J. Gen. Chem., 18, 1989 (1948).
M. F. Shostakovsky, J. Gen. Chem., 13, 674 (1943).
M. F. Shostakovsky, J. Gen. Chem., 14, 102 (1944).
M. F. Shostakovsky, J. Gen. Chem., 14, 1143 (1946).
D. R. Patent, C. 1931, 27.
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Shostakovsky, M.F., Gershtein, N.A. & Volkova, Z.S. Syntheses of acetals of ethylene glycol. Russ Chem Bull 1, 617–625 (1952). https://doi.org/10.1007/BF01164928
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DOI: https://doi.org/10.1007/BF01164928