1,4-Naphthoquinone

[130-15-4] C10H6O2 (MW 158.16) InChI = 1S/C10H6O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H InChIKey = FRASJONUBLZVQX-UHFFFAOYSA-N (dienophile used to synthesize various aromatic rings via Diels–Alder or cycloaddition-type reactions;1 undergoes amination,2 allylation,3 cyclooligomerization,4 and Thiele–Winter acetoxylation to give the 1,2,4-triacetoxynaphthalene5) Physical Data: mp 126 °C, begins to sublime below 100 °C; d 1.422 g cm−3. Solubility: sparingly sol cold water; slightly sol pet ether; freely sol hot alcohol, ether, benzene, chloroform, carbon disulfide, acetic acid; sol alkali hydroxide solutions, giving a reddish brown solution. Form Supplied in: yellow triclinic needles from alcohol or pet ether. Handling, Storage, and Precautions: toxic and irritant.