3490-49-1

Usage

Uses

Used in Dye and Pigment Production:
2-phenoxycyclohexa-2,5-diene-1,4-dione is used as a key intermediate in the production of dyes and pigments. Its unique chemical structure allows it to contribute to the color properties and stability of these products, making it valuable in the colorants industry.
Used in Organic Synthesis:
In the field of organic synthesis, 2-phenoxycyclohexa-2,5-dione serves as a starting material for the production of various other compounds. Its reactivity and structural features make it a useful building block for synthesizing a range of organic molecules, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Chemical Research:
Due to its unique structure and properties, 2-phenoxycyclohexa-2,5-diene-1,4-dione is also utilized in chemical research for studying reaction mechanisms, exploring new synthetic routes, and developing novel applications in various chemical processes. Its versatility in participating in different types of chemical reactions makes it an important compound for advancing scientific knowledge in the field of chemistry.

Upstream product

• 3958-82-5 2-bromo-1,4-benzoquinone 
• 108-95-2 phenol 
• 20244-55-7 2,4,4,6-tetrachlorocyclohexa-2,5-dien-1-one 
• 2417-10-9 o-Phenoxyphenol 
• 1695-04-1 2-methoxyphenyl phenyl ether 
• 3958-83-6 2-iodocyclohexa-2,5-diene-1,4-dione 
• 106-51-4 p-benzoquinone 
• 467238-62-6 2-(2',4',6'-trichlorophenoxy)-4,4-dimethoxy-6-chlorocyclohexadien-2,5-one 
• 13331-18-5 2-phenoxy-1,4-dihydroquinone 
• 744196-30-3 4-Amino-2-phenoxy-phenol 
• 88-06-2 2,4,6-Trichlorophenol 
• 3784-03-0 sodium 2,4,6-trichlorophenolate 
• 467238-65-9 2-(2',4',6'-trichlorophenoxy)-6-chloro-1,4-dihydroquinone 
• 7714-21-8 2-(2',4',6'-trichlorophenoxy)-6-chloro-1,4-benzoquinone 

Downstream Products

• 526-62-5 2,5-bis(1-aziridinyl)-1,4-benzoquinone 
• 13331-18-5 2-phenoxy-1,4-dihydroquinone 

Relevant academic research and scientific papers

Rh-Catalyzed Reactions of 1,4-Benzoquinones with Electrophiles: C-H Iodination, Bromination, and Phenylselenation

Under Rh-catalyzed conditions, typically electrophilic 1,4-benzoquinones exhibit nucleophilic reactivity, such that exposure to appropriate electrophiles generates products of C-H iodination, bromination, and phenylselenation. This provides a mild and general method for direct halofunctionalization, and the first method that can achieve direct C-H phenylselenation of this compound class. The scope and limitations of the new protocols are outlined, and representative derivatizations are highlighted.

Formation of dimer-type ketals in the reaction of 2,4,6-trichlorophenol and 2,4,6-trichloro-m-cresol with calcium hypochlorite in methanol: Conversion to quinones and other compounds

2,4,6-Trichlorophenol (2) and 2,4,6-trichloro-m-cresol (5) react with calcium hypochlorite (Ca(OCl)2) in MeOH to give respectively dimer-type ketals 2-(2′,4′,6′-trichlorophenoxy)-4,4-dimethoxy-6 -chlorocyclohexadien-2,5-one (6) and 2-(3′-methyl-2′,4′,6′-trichlorophenoxy)-4, 4-di-methoxy-5-methyl-6-chlorocyclohexadien-2,5-one (7). Ketal 6, which was too unstable to be isolated, and 7 hydrolyzed in H2O/HCl to 2-(2′,4′,6′-trichlorophenoxy)-6-chloro-1,4-ben-zoquinone (8) and 2-(3′-methyl-2′,4′,6′-trichlorophenoxy)-5 -methyl-6-chloro-1,4-benzoquinone (9), respectively. Ketal 6 and quinone 8 were also produced when 2 and Ca(OCl)2 reacted in DMF, followed by addition of MeOH and H2O, respectively. The mechanisms of these reactions are examined. Conversion of the ketals and quinones to other products is described.

A New Route to Isodityrosine-derived Cyclic Peptides: Application to K-13

A versatile approach suitable for isodityrosine-derived cyclic peptides, and its application to K-13 have been described.