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p-Chloranil is used as a dye intermediate, oxidizing agent, vulcanizing agent and dehydrogenation reagent. It is also used to make chloranil electrodes for pH measurements. Further, it serves as a hydrogen acceptor and used for the aromatization reactions such as conversion of cyclohexadienes to the benzene derivatives. It is used to test the secondary amine. In addition to this, it is employed as a precursor to prepare diaziquone, which is used as a cancer chemotherapeutic agent.
High potential quinones dehydrogenate many hydroaromatic systems by hydride abstraction.
Reviews: Adv. Org. Chem., 2, 329 (1960); Chem. Rev., 67, 153 (1967); 78, 317 (1978).
Forms complexes with many non-aromatic electron-donors, e.g. carbonyl compounds, esters, amides, lactones, lactams and alkyl iodides: J. Org. Chem., 53, 2163 (1988).
Liu, B.; Li, X.; Stępień, M.; Chmielewski, P. J. Towards Norcorrin: Hydrogenation Chemistry and the Heterodimerization of Nickel(II) Norcorrole. Chem. Eur. J. 2015, 21 (21), 7790-7797.
Paddy, V.; van Tonder, J. J.; Steenkamp, V. In vitro Antioxidant Activity and Polyphenolic Content of a Polyherbal Tea and Its Constituents. European J. Med. Plants 2015, 7 (4), 215-226.
Gefahrenhinweise (EU): H303-H332-H315-H319
May be harmful if swallowed. Harmful if inhaled. Causes skin irritation. Causes serious eye irritation.
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Call a POISON CENTER/doctor if you feel unwell. Specific treatment (see label).