An Anomalous Reaction of 2-Nitro-4-arsonophenyl Ethers

Sweet, L. A.; Calkins, D. G.; Banks, C. K.

doi:10.1021/ja01202a005

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Replacement Of the Hydroxy Group1

-60°c1

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1951

2001

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Cited by 3 publications

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“…The 4-hydroxy group in 2,4-dihydroxyquinoline may be replaced by amines; hydrochloric acid aids the reaction with aniline (138). Aminolysis of an o-nitrophenol has been reported, but the reaction is more difficult than that of the corresponding nitrophenyl alkyl ethers (540). Here again it might be argued that these direct replacements of hydroxy groups are in reality condensations of the keto tautomers of the phenols.…”

Section: Replacement Of the Hydroxy Groupmentioning

confidence: 99%

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Aromatic Nucleophilic Substitution Reactions.

Bunnett¹,

Zahler²

1951

Chem. Rev.

1,046

500

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Section: Replacement Of the Hydroxy Groupmentioning

confidence: 99%

“…The media generally applied in these condensations are sufficiently alkaline to ionize the first but not the second hydrogen of the arsono group (524), and so activation must be ascribed to the grouping -As03H~. A detailed survey of these reactions has been given by Sweet, Calkins, and Banks (540).…”

Section: -60°cmentioning

confidence: 99%