Base-catalyzed Isomerization and Tautomeric Equilibria of the System 2-Methyl-3-nitropropene and 2-Methyl-1-nitropropene

H Shechter, JW Shepherd

文献索引：Shechter; Shepherd Journal of the American Chemical Society, 1954 , vol. 76, p. 3617,3620

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被引用次数: 18

摘要

Reaction of either 2-methyl-3-nitropropene (IS) or 2-methyl-1-nitropropene (X) with stoichiometric amounts of aqueous sodium hydroxide yields sodium 2-methyl-2- propenenitronate (XI); acidification of XI with dilute aqueous acetic acid at 0'results initially in formation (at least in part) of 2-methyl-2-propenenitronic acid (XII), tautomeric rearrangement of which occurs slowly to give mixtures of IX and X. Prolonged reaction of either IX or of X ...