THE REACTION OF DIOXANE WITH HYDROGEN BROMIDE
Keyword(s):
Dioxane reacted slowly at room temperature with anhydrous, bromine free hydrogen bromide to form 2, 2′-dibromodiethyl ether as a principal product. The 2, 2′-dibromodiethyl ether was characterized by comparison with a known sample, analysis, molecular weight determination, and by conversion to divinyl ether which was subsequently brominated to yield 1, 1′, 2, 2′-tetrabromodiethyl ether. When refluxed with constant boiling hydrobromic acid 2, 2′-dibromodiethyl ether was partially converted to ethylene dibromide. An intermediate compound in the formation of 2, 2′-dibromodiethyl ether from dioxane and hydrogen bromide was isolated by solvent extraction using petroleum ether. Its properties indicated that it was probably an oxonium salt.
Keyword(s):
1968 ◽
Vol 33
(12)
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pp. 4104-4110
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1975 ◽
Vol 39
(8)
◽
pp. 1527-1531
1979 ◽
Vol 567
(2)
◽
pp. 410-420
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1984 ◽
Vol 27
(6)
◽
pp. 691-703