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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.
Hazard Statements: H303-H315-H319
May be harmful if swallowed. Causes skin irritation. Causes serious eye irritation.
Precautionary Statements: P280a-P305+P351+P338-P312a-P321-P332+P313-P337+P313
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. Specific treatment (see label). If skin irritation occurs: Get medical advice/attention. If eye irritation persists: