3116-98-1

Usage

Uses

Used in Organic Synthesis:
2,5-Cyclohexadiene-1,4-dione, 2-cyclohexylis used as a reagent in organic synthesis for its strong oxidizing properties, which facilitate the preparation of a variety of organic compounds.
Used in Dye Production:
In the dye industry, 2,5-Cyclohexadiene-1,4-dione, 2-cyclohexylis utilized as a reagent to produce different types of dyes, contributing to the coloration and quality of the final products.
Used in Pharmaceutical Production:
2,5-Cyclohexadiene-1,4-dione, 2-cyclohexylis also employed in the pharmaceutical sector, where it serves as a reagent in the synthesis of various pharmaceuticals, enhancing the development of new drugs and medicines.
Used in Other Industrial Applications:
2,5-Cyclohexadiene-1,4-dione, 2-cyclohexylfinds use in a range of other industrial applications, capitalizing on its strong oxidizing properties to support the production processes in various industries.

Upstream product

• 626-62-0 Cyclohexyl iodide 
• 106-51-4 p-benzoquinone 
• 110-82-7 cyclohexane 
• 98-89-5 Cyclohexanecarboxylic acid 
• 52033-84-8 2-cyclohexyl-1,4-dimethoxybenzene 
• 4441-56-9 cyclohexylboronic acid 
• 110-83-8 cyclohexene 
• 108-93-0 cyclohexanol 
• 123-31-9 hydroquinone 
• 126564-72-5 1,4-diacetoxy-2-cyclohexyl-benzene 
• 119-42-6 2-cyclohexylphenol 
• 105398-69-4 Cyclohexanecarboxylic acid 2-thioxo-2H-pyridin-1-yl ester 
• 4197-75-5 cyclohexyl-1,4-benzenediol 

Downstream Products

• 408337-35-9 1,2,4-triacetoxy-5-cyclohexyl-benzene 
• 1384433-60-6 2-cyclohexyl-5-(6-methyl-4-oxo-4H-chromen-3-yl)cyclohexa-2,5-diene-1,4-dione 
• 1384433-61-7 2-cyclohexyl-6-(6-methyl-4-oxo-4H-chromen-3-yl)cyclohexa-2,5-diene-1,4-dione 

Relevant academic research and scientific papers

A direct route to isoflavan quinones. The synthesis of colutequinones A and B

The first syntheses of colutequinone A and colutequinone B were achieved. Radical generation via phenyliodoso diacetate was superior to radical generation via ammonium persulfate.

Compound containing carbon-silicon bond and application thereof

The invention discloses a compound containing a carbon-silicon bond and application of the compound in construction of the carbon-carbon bond. The invention provides an application of a compound containing the carbon-silicon bond as shown in a formula I or a formula I' in a chemical reaction for constructing the carbon-carbon bond, wherein one carbon in the carbon-carbon bond is from carbon connected with silicon in the compound containing the carbon-silicon bond. According to the preparation method, the compound containing the carbon-silicon bond is used for providing a carbon free radical, and the carbon free radical can directly react with carbon provided in another molecule under a mild condition to construct the carbon-carbon bond; the preparation method is wider in substrate application range, is suitable for functional group activated C and carbon free radical substrates, and is also suitable for unactivated C-H bond substrates.

Progress towards metal-free radical alkylations of quinones under mild conditions

A new method for the radical alkylation of quinones is reported. Lewis basic nitrogen additives increase the efficacy of quinone alkylations from carboxylic acids using catalytic AgNO3 and Selectfluor as a mild oxidant. Electrochemical data sug

Radical Benzylation of Quinones via C-H Abstraction

Herein we report the development of radical benzylation reactions of quinones using Selectfluor and catalytic Ag(I) initiators. The reaction is believed to proceed via a C-H abstraction mechanism after Ag(I)-mediated reduction of Selectfluor. This reaction occurs under mild conditions and is effective for a variety of quinones and radical precursors bearing primary benzylic carbons. The use of preformed Ag(4-OMePy)2NO3 as a catalyst proved effective in improving the reaction efficiency by reducing unwanted degradation pathways available to Selectfluor.

Quinone C-H Alkylations via Oxidative Radical Processes

A brief survey of radical additions to quinones is reported. Carboxylic acids, aldehydes, and unprotected amino acids are compared as alkyl radical precursors for the mono- or bis- C-H alkylation of several quinones. Two methods for radical initiation are discussed comparing inorganic persulfates and Selectfluor as stoichiometric oxidants. Kinetic analysis reveals dramatic differences in the rate of radical initiation depending on the identity of the radical precursor and oxidant. Synthetic strategies for efficiently producing alkyl-quinones are discussed in the context of selecting optimum radical precursors and initiators depending on quinone identity and functional groups present.

Metal-, Photocatalyst-, and Light-Free, Late-Stage C-H Alkylation of Heteroarenes and 1,4-Quinones Using Carboxylic Acids

Contrary to the accepted convention, this work shows that Minisci-type C-H alkylation does not require any metal, photocatalyst, light, or prefunctionalization of the readily available and inexpensive carboxylic acids to proceed well under mild conditions. These mild conditions can be utilized for late-stage alkylations of complex molecules, including pharmaceutical compounds and light-sensitive compounds which degrade under photocatalytic conditions.

Naphthoquinone Derivatives, Benzoquinone Derivatives, and Anthracenedione Derivatives, Their Use and Novel Method for Preparation

The present invention relates to: a novel manufacturing method of quinone derivatives or anthracenedione derivatives by a copper-catalyzed cross-dehydrogenation coupling reaction of naphthoquinone, benzoquinone or anthracenedione compounds with various cycloalkanes; naphthoquinone derivatives, benzoquinone derivatives and anthracenedione derivatives; and uses thereof. According to the novel manufacturing method of the present invention, since the naphthoquinone derivatives, benzoquinone derivatives or anthracenedione derivatives can be prepared in one step, manufacturing efficiency is improved and cost and time can be saved, and the derivatives according to the present invention can be variously used as an animal medicine.COPYRIGHT KIPO 2019

Silver-Catalyzed Minisci Reactions Using Selectfluor as a Mild Oxidant

A new method for silver-catalyzed Minisci reactions using Selectfluor as a mild oxidant is reported. Heteroarenes and quinones both participate in radical C-H alkylation and arylation from a variety of carboxylic and boronic acid radical precursors. Several oxidatively sensitive and highly reactive radical species are successful, providing structures that are challenging to access by other means.

Catalytic asymmetric [2+2] cycloaddition between quinones and fulvenes and a subsequent stereoselective isomerization to 2,3-dihydrobenzofurans

The catalytic enantioselective [2+2] cycloaddition between quinones and fulvenes was achieved, for the first time, by the use of a chiral copper(ii) complex catalyst. The transformation afforded a series of enantiomerically enriched [6,4,5]-tricyclic cyclobutane derivatives in good yields with excellent regio- and stereoselectivities. Furthermore, the [2+2] adducts could be easily converted into formal [3+2] adducts efficiently and stereoselectively.

Substituent effects in the oxidation of 2-alkyl-1,4-dialkoxybenzenes with ceric ammonium nitrate

Increased steric size of alkyl groups and the presence of coordinating atoms on alkoxy groups have both been found to contribute to decreasing yields of diquinones upon reaction of 2-alkyl-1,4-dialkoxybenzenes with CAN. The overall hydrophilicity of the substrates does not appear to be a significant factor in determining the diquinone yield for these reactions.