4965-29-1

Usage

Uses

Used in Pharmaceutical Synthesis:
2,6-DIMETHYLBENZOQUINONE 4-OXIME is used as an intermediate in the pharmaceutical industry for the synthesis of various organic compounds, contributing to the development of new drugs and medications.
Used in Dye Production:
In the dye industry, 2,6-DIMETHYLBENZOQUINONE 4-OXIME serves as an intermediate, playing a crucial role in the production of different types of dyes.
Used in Pesticide and Herbicide Manufacturing:
2,6-DIMETHYLBENZOQUINONE 4-OXIME is utilized in the manufacturing of pesticides and herbicides, where its chemical properties contribute to the effectiveness of these agricultural chemicals.
Used in Anticancer Research:
2,6-DIMETHYLBENZOQUINONE 4-OXIME is studied for its potential use in the treatment of cancer due to its ability to inhibit cell growth, making it a candidate for further research and development in oncology.
Used in Disease Treatment:
2,6-DIMETHYLBENZOQUINONE 4-OXIME is being investigated for its potential in treating other diseases, leveraging its antioxidant properties to provide protective effects against oxidative stress, which is implicated in various pathological conditions.

InChI:InChI=1/C8H9NO2/c1-5-3-7(9-11)4-6(2)8(5)10/h3-4,11H,1-2H3

Upstream product

• 576-26-1 2.6-dimethylphenol 
• 527-61-7 2,6-dimethyl-1,4-benzoquinone 
• 87-62-7 2,6-dimethylaniline 
• 108-68-9 3,5-Dimethylphenol 

Downstream Products

• 19617-95-9 2,6-dimethyl-p-benzoquinone dioxime 
• 250725-02-1 4-Benzoyloximino-2,6-dimethyl-cyclohexa-2,5-dien-1-one 
• 250725-03-2 C₁₅H₁₂ClNO₃ 
• 250725-05-4 C₁₄H₁₃NO₄S 
• 527-61-7 2,6-dimethyl-1,4-benzoquinone 
• 15980-22-0 3,5-dimethyl-4-hydroxyaniline 
• 1243378-07-5 4-[(3-chlorophenyl)aminocarbonyloxyimino]-2,6-dimethylcyclohexa-2,5-dien-1-one 
• 1243378-06-4 2,6-dimethyl-4-[(4-methylphenyl)aminocarbonyloxyimino]cyclohexa-2,5-dien-1-one 
• 1243378-05-3 2,6-dimethyl-4-(phenylaminocarbonyloxyimino)cyclohexa-2,5-dien-1-one 
• 157140-38-0 2,6-dimethyl-1,4-dinitrosobenzene 
• 74709-95-8 2,6-dimethyl-p-dinitrobenzene 

Relevant academic research and scientific papers

2,6-Dimethy1-1,4-benzoquinone 4-monooxime

Molecules of the title compound, C8H9NO2, are linked into sheets by a combination of C - H...N, O - H...N and O-H...O hydrogen bonds and C-H...π interactions. The hydrogen bonds are arranged as described by the graph-set r

The Diels-Alder reactions of para-benzoquinone nitrogen-derivatives: An experimental and theoretical study

An experimental and theoretical study of the comparative reactivity and selectivity of the Diels-Alder reactions of para-benzoquinones and three nitrogen derivatives have been performed. The mono-oximes derivatives do not react under the tested reaction conditions, whereas the tosylated mono-oximes react slowly. However, the mono N-tosyl imines show excellent reactivity, and superior to the parent parabenzoquinones. DFT calculations support these experimental results.

Synthesis and antidepressant evaluation of three para-benzoquinone mono-oximes and their oxy derivatives

A series of three para-benzoquinone mono-oximes and four oxy-derivatives were prepared and tested for their antidepressant properties. The (4E) oxime of 2-isopropyl-5-methyl-para-benzoquinone (4) and the corresponding 2-diethylamino-ethyl derivative (10)

Reactivity of phenolic nucleophiles towards nitroso compounds

The reactivities of a series of mono- and poly-phenolic ambident nucleophiles with the ambident electrophile N-methyl-N-nitroso-p-toluenesulfonamide (MNTS) were studied.Reaction with the MNTS sulfonyl group afforded the corresponding sulfonic esters, and reaction with the MNTS nitroso group afforded the C-nitrosophenol and/or NO.However, the rate of reaction with the nitroso group correlated well with the basicity of the phenolic oxygen atom, suggesting that both the sulfonyl and nitroso groups of MNTS react with phenolates exclusively through this single nucleophilic centre.Similar behaviour in the reaction between ascorbic acid and 2-ethoxyethyl nitrite suggests that in vivo generation of NO from alkyl nitrites may result from their reaction with biological reductones.

Catalytic Autoxidation of Benzoquinone Dioximes with Nitrogen Oxides: Steric Effects on the Preparation of Monomeric Dinitrosobenzenes

A convenient catalytic method for the autoxidation of quinone dioximes to dinitrosobenzenes with dioxygen is based on the presence of small amounts of nitrogen oxides.The catalytic cycle is deduced from the facile chemical oxidation of quinone dioxime to dinitrobenzene with stoichiometric amounts of the 1-electron oxidant, nitrosonium-either as the NO+BF4- salt or the disproportionated ion pair NO+NO3- derived from nitrogen dioxide.The regeneration of NO+ occurs by the subsequent oxidation of nitric oxide (NO) with dioxygen to nitrogen dioxide followed by the disproportionation to nitrosonium nitrate in the presence of electron-rich donors.Indeed, dioximes of various p-benzoquinones are shown to be strong reducing agents by transient electrochemistry.Electrochemical oxidation also leads to dinitrosobenzenes in good yields at anodic potentials of ca. 1.3 V.The substitution of p-dinitrosobenzene with bulky alkyl groups stabilizes the monomeric form, which is otherwise extensively associated.