33685-58-4

Basic information

• Product Name: 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(1-methylethyl)-
• CAS NO: 33685-58-4
• Molecular Formula: C12H16O2
• Molecular Weight: 192.258
• Mol File: 33685-58-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(1-methylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(1-methylethyl)-(33685-58-4)
• EPA Substance Registry System: 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(1-methylethyl)-(33685-58-4)

Safety Data

• Hazardous Substances Data: 33685-58-4(Hazardous Substances Data)

Upstream product

• 75-30-9 2-iodo-propane 
• 673-41-6 p-chlorobenzenediazonium tetrafluoroborate 
• 106-51-4 p-benzoquinone 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 57727-06-7 2-(isopropoxy)-2-oxoacetic acid 
• 91552-65-7 2,5-diisopropylaniline 
• 79-31-2 isobutyric Acid 
• 78-84-2 isobutyraldehyde 
• 150-78-7 1,4-dimethoxybezene 
• 31058-38-5 2,5-diisopropyl-1,4-dimethoxybenzene 

Downstream Products

• 160513-16-6 2,5-diisopropyl-p-dinitrosobenzene 
• 160513-13-3 2,5-diisopropyl-p-benzoquinone dioxime 
• 95468-64-7 2,5-diisopropyl-p-benzoquinone monoxime 

Relevant articles and documents

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.

The reaction of nitrile oxide-quinone cycloadducts. III. Reinvestigation of the base-induced isomerization of the 1:1 -C=C-adducts of aromatic nitrile oxides with 2,5-and 2,6-dialkyl-substituted p-benzoquinones

The structure of the product obtained by the base, induced isomerization of the 1,3-dipolar cycloadduct of 2,5-di-t-butyl-p-benzoquinone with 2,6- dichlorobenzonitrile oxide was determined by X-ray analysis. The t-butyl group at the bridgehead position of the 1,3-dipolar cycloadduct migrated to the neighboring carbonyl carbon atom. This base-induced rearrangement took place with a bulky group, i.e., Et, i-Pr, t-Bu, and Bn at the bridgehead position of nitrile oxide-quinone cycloadducts in an alcoholic media. The driving force of this reaction is considered to be due to stabilization by aromatization from isoxazoline derivatives to isoxazole-fused p-quinol derivatives.

A New Selective Method for the Homolytic Alkylation and Carboxylation of Quinones by Monoesters of Oxalic Acid

Alkyl and alkoxycarbonyl radicals were generated by oxidative decarboxylation of oxalic acid monoesters by persulfate; they were then utilized for the selective substitution of quinones.