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Biochemistry, Biophysics, and Structural Biology

Chemistry Faculty Publications

2005

5-iodo-8-quinolinol

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Full-Text Articles in Life Sciences

Correction Of The Literature Citing Monoiodo-8-Quinolinols: A Critical Review / Herman Gershon And Donald D. Clarke Harding Laboratory, The New York Botanical Garde, And Fordham University, Bronx, New York 10458, Usa, Herman Gershon, Donald Dudley Clarke Phd, Donald Dudley Clarke Phd Jan 2005

Correction Of The Literature Citing Monoiodo-8-Quinolinols: A Critical Review / Herman Gershon And Donald D. Clarke Harding Laboratory, The New York Botanical Garde, And Fordham University, Bronx, New York 10458, Usa, Herman Gershon, Donald Dudley Clarke Phd, Donald Dudley Clarke Phd

Chemistry Faculty Publications

Until 1995, all papers that claimed preparation or further study with monoiodo-8-quinolinol were really working with the 7-iodo isomer. Of the 83 relevant citations 67 dealt with incorrect structural assignments, 13 were critiqued due to errors made in synthesis and interpretation, and 9 had the correct structural assignments. This literature review made the following conclusions apparent. 1. Prototropic forms of 8- quinolinol influence orientation of electrophiles. 2. Under strong acidic conditions, the 5 position is favored. 3. Under mild acidic conditions, mixtures of 5 and 7 substituted compounds are formed. 4. Under basic conditions, the incoming electrophile favors the 7 …