doi: 10.1039/b404006f.Laboratory Testing: Before pesticides are registered by

'Desymmetrization of a meso-Diol Complex Derived from : Use of New Diamine Acylation Catalysts'. 'Naphthoquinones and their Pharmacological Properties'. 'Tetraaryltetraanthraporphyrins: Synthesis, Structure, and Optical Properties'. Ullmann's Encyclopedia of Industrial Chemistry. ĭichlone, a chlorinated derivative of 1,4-naphthoquinone, is used as a fungicide. Naphthoquinone functions as a ligand through its electrophilic carbon-carbon double bonds. Plants with naphthoquinone content are widely used in China and the countries of South America, where they are used to treat malignant and parasitic diseases. They are cytotoxic, they have significant antibacterial, antifungal, antiviral, insecticidal, anti-inflammatory, and antipyretic properties. Naphthoquinone derivatives have significant pharmacological properties. Other natural naphthoquinones include juglone, plumbagin, droserone. 2-Methyl-1,4-naphthoquinone, called menadione, is a more effective coagulant than vitamin K. Naphthoquinone forms the central chemical structure of many natural compounds, most notably the K vitamins. Nitration gives 5-nitro-1,4-naphthalenedione, precursor to an aminoanthroquinone that is used as a dye precursor. Its adduct with 1,3-butadiene can be prepared by two methods: 1) long (45 days) exposure of naphthoquinone in neat liquid butadiene taken in huge excess at room temperature in a thick-wall glass tube or 2) fast catalyzed cycloaddition at low temperature in the presence of 1 equivalent of tin(IV) chloride: Diels-Alder reaction of 1,4-naphthoquinone with 1,3-butadiene Uses ġ,4-Naphthoquinone is mainly used as a precursor to anthraquinone by reaction with butadiene followed by oxidation. Reactions ġ,4-Naphthoquinone acts as strong dienophile in Diels-Alder reaction. An inexpensive route involves oxidation of naphthalene with chromium trioxide. In the laboratory, naphthoquinone can be produced by the oxidation of a variety of naphthalene compounds. The industrial synthesis involves aerobic oxidation of naphthalene over a vanadium oxide catalyst: C 10H 8 + 3/2 O 2 → C 10H 6O 2 + H 2O It is a planar molecule with one aromatic ring fused to a quinone subunit. Vitamin K is a derivative of 1,4-naphthoquinone. In alkaline solutions it produces a reddish-brown color. It is almost insoluble in cold water, slightly soluble in petroleum ether, and more soluble in polar organic solvents. It forms volatile yellow triclinic crystals and has a sharp odor similar to benzoquinone.

1,4-Naphthoquinone or para-naphthoquinone is a quinone derived from naphthalene.

1 4 naphthoquinone heat of combustion