128-68-7

Basic information

• Product Name: phenicin
• Synonyms: phenicin;PHOENICIN;2,2'-Dihydroxy-4,4'-dimethyl-1,1'-bi[1,4-cyclohexadiene]-3,3',6,6'-tetrone;2,2'-Dihydroxy-4,4'-dimethyl-1,1'-bicyclohexane-1,1',4,4'-tetrene-3,3',6,6'-tetrone
• CAS NO: 128-68-7
• Molecular Formula: C₁₄H₁₀O₆
• Molecular Weight: 274.23
• Mol File: 128-68-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 230-231°
• Boiling Point: 377.21°C (rough estimate)
• Flash Point: 158.7°C
• Appearance: /
• Density: 1.3918 (rough estimate)
• Refractive Index: 1.5230 (estimate)
• CAS DataBase Reference: phenicin(CAS DataBase Reference)
• NIST Chemistry Reference: phenicin(128-68-7)
• EPA Substance Registry System: phenicin(128-68-7)

Safety Data

• Hazardous Substances Data: 128-68-7(Hazardous Substances Data)

Upstream product

• 14845-75-1 2,2',6,6'-tetrahydroxy-4,4'-dimethylbiphenyl 
• 767-81-7 2,3,5-trihydroxytoluene 
• 27921-29-5 2,2′,6,6′-tetramethoxyl-4,4′-dimethylbiphenyl 
• 873415-69-1 2,2',3,3',6,6'-hexahydroxy-4,4'-dimethyl-1,1'-biphenyl 
• 4388-07-2 4,4'-dimethyl-1,1'-bi(cyclohexa-3,6-diene)-2,2',5,5'-tetraone 

Downstream Products

• 475-54-7 oosporein 

Relevant articles and documents

Oxidation of Hydroquinones with Oxygen in the Presence of Bis(1,3-propanediaminato)copper(II) Chloride

Treatment of hydroquinones such as 1,2-dihydroxybenzene, 1,4-dihydroxybenzene and its 2-methyl derivative, 1,2,4-trihydroxy-6-methylbenzene, 1,2- and 1,4-dihydroxynaphthalene with oxygen in ethanol in the presence of bis(1,3-propanediaminato)copper(II) chloride and a few drops of acetic acid effects oxidative C-C coupling plus oxidation of the hydroquinone to the quinone system to afford the corresponding biquinones in yields exceeding 75percent.

An efficient synthesis of oosporein

Fungal metabolite oosporein was prepared in four steps and 24% overall yield starting from 2,5-dimethoxytoluene. It was demonstrated that treatment of phoenicin with pyrrolidine and copper(II) acetate led to oosporein, whereas similar treatment of the isomeric 'isophoenicin' produced a benzofuran diquinone. No chromatography was required during any step of the synthesis.

Kinetics of oxidative coupling of phenols. Oxidation of resorcinols by alkaline hexacyanoferrate(III)

The reactions of resorcinol and 5-methylresorcinol(orcinol) with alkaline hexacyanoferrate(III), at constant ionic strength, gave coupled products.The rate of the reaction was dependent on the first powers of the concentrations of each component - substrate,oxidant and alkali.The reaction pathway was via the formation of a radical intermediate, which was detected by esr spectroscopy, and showed an absorption at 650 nm in the visible region, and a typical absorption band at 1560 cm-1 in the infrared spectrum.