THE REACTION OF PYRIDINE AND PICOLINES WITH 2-BROMO-2-NITRO-1,3-INDANDIONE
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2-Bromo-2-nitro-1,3-indandione (I) reacts with pyridine in a complex reaction at ordinary temperature. The main reaction products are 2-nitro-1,3-indandione pyridine salt, pyridine hydrobromide, phthalic acid, and a black tar consisting of oxidized polymer of pyridine hydrobromide. The reaction of (I) with picolines follows the same route.The electronic theory has been applied to demonstrate the structure of 2-nitro-1,3-indandione (II). In water solutions or in salts (II) exists in the form of an anion which is stabilized by several resonating structures.
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1956 ◽
Vol 29
(3)
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pp. 1043-1046
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2007 ◽
Vol 534-536
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pp. 1289-1292
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2018 ◽
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