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Synthesis of 2,5-and 2,6-dinitrofluorobenzenes and related hydroquinones

机译:2,5-和2,6-二硝基氟苯及相关对苯二酚的合成

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摘要

Two dinitrofluorobenzenes (1 and 2) and the commercially available 2,4-isomer were required in connection with a mechanistic study on the Elbs oxidation. Although the 2,6-isomer (1) had been prepared previously using four different procedures, all involving reaction of 2,6-dinitrochlorobenzene with a solid fluoride salt, the yields were difficult to reproduce. The difficulty seems to lie in the physical state of the fluoride salts as was nicely discussed by Smyth et al. This paper describes a fifth modification which includes DMSO for rate acceleration, azeotropic drying, and a finely divided fluoride reagent made from a mixture of CsF and KF.
机译:需要两种二硝基氟苯(1和2)和市售的2,4-异构体,以进行Elbs氧化的机理研究。尽管2,6-异构体(1)以前使用四种不同的方法制备,所有方法都涉及2,6-二硝基氯苯与固体氟化物盐的反应,但收率难以重现。困难似乎在于氟化物盐的物理状态,正如 Smyth 等人所讨论的那样。本文描述了第五种修饰,其中包括用于速率加速、共沸干燥的 DMSO 以及由 CsF 和 KF 混合物制成的精细分离氟化物试剂。

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