34105-76-5

Basic information

• Product Name: 3,6-Di-tert-butyl-1,2-benzoquinone-
• Synonyms: 3,6-Di-tert-butyl-1,2-benzoquinone;3,6-Di-tert-butyl-1,2-benzoquinone-;3,6-Ditert-butyl-1,2-benzoquinone;3,6-Di-tert-butyl-3,5-cyclohexadiene-1,2-dione;3,5-Cyclohexadiene-1,2-dione,3,6-bis(1,1-dimethylethyl)-;3,6-Di-tert-butyl-o-benzoquinone
• CAS NO: 34105-76-5
• Molecular Formula: C₁₄H₂₀O₂
• Molecular Weight: 220.3074
• Product Categories: Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 34105-76-5.mol

Chemical Properties

• Boiling Point: 304°Cat760mmHg
• Flash Point: 121.3°C
• Appearance: /
• Density: 1.027g/cm³
• Vapor Pressure: 0.000898mmHg at 25°C
• Refractive Index: 1.504
• Storage Temp.: Amber Vial, -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 3,6-Di-tert-butyl-1,2-benzoquinone-(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-Di-tert-butyl-1,2-benzoquinone-(34105-76-5)
• EPA Substance Registry System: 3,6-Di-tert-butyl-1,2-benzoquinone-(34105-76-5)

Safety Data

• Hazardous Substances Data: 34105-76-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3,6-Di-tert-butyl-1,2-benzoquinone is used as an active pharmaceutical ingredient for its antitumoral properties. It targets and inhibits the growth of cancer cells, making it a potential candidate for the development of new cancer treatments.
Used in Antimicrobial Applications:
In the field of microbiology, 3,6-Di-tert-butyl-1,2-benzoquinone is used as an antimicrobial agent to combat bacterial and fungal infections. Its ability to disrupt cellular processes in microorganisms makes it a valuable asset in the development of new antimicrobial drugs and treatments.
Used in Cardiovascular Disease Prevention:
3,6-Di-tert-butyl-1,2-benzoquinone is used as a preventive agent for cardiovascular diseases. Its anti-inflammatory and antioxidant properties help protect the heart and blood vessels from damage, reducing the risk of heart attacks, strokes, and other cardiovascular conditions.
Used in Cosmetics Industry:
In the cosmetics industry, 3,6-Di-tert-butyl-1,2-benzoquinone is used as an ingredient in various skincare and beauty products due to its antioxidant and antimicrobial properties. It helps maintain the freshness and longevity of products while also providing potential skin health benefits.
Used in Agricultural Industry:
3,6-Di-tert-butyl-1,2-benzoquinone is used as a biopesticide in the agricultural industry. Its antimicrobial properties help protect crops from bacterial and fungal infections, ensuring a healthy and productive yield.

InChI:InChI=1/C14H20O2/c1-13(2,3)9-7-8-10(14(4,5)6)12(16)11(9)15/h7-8H,1-6H3

Upstream product

• 15910-86-8 3,6-Di-tert.-butyl-guajacol 
• 15512-06-8 3,6-di-tert-butylbenzene-1,2-diol 
• 20784-84-3 1-Acetoxy-2-hydroxy-3,6-di-tert-butylbenzene 
• 42473-26-7 3,6-di-tert-butyl-2-hydroxyphenoxyl 
• 22385-95-1 2-amino-3,6-di-tert-butyl-phenol 
• 108-88-3 toluene 
• 120-80-9 benzene-1,2-diol 
• 732-26-3 2,4,6-tri-tert-butylphenoxol 
• 20778-61-4 4-Acetoxy-2,4,6-tri-tert-butylcyclohexa-2,5-dien-1-one 
• 75-91-2 tert.-butylhydroperoxide 

Downstream Products

• 80284-15-7 3-tert-butyl-5-methoxy-pyrocatechol 
• 62783-44-2 3,6-Di-tert-butyl-4-methoxy-benzene-1,2-diol 
• 77145-10-9 3,6-di-tert-butyl-4-methoxy-1,2-benzoquinone 
• 77145-09-6 3,6-di-tert-butyl-4,5-dimethoxy-1,2-benzoquinone 
• 93378-37-1 3,6-di-tert-butyl-o-quinone dichlorocarbene adduct 
• 67341-93-9 bis(3,6-di-tert-butylphenylene-1,2-dihydroxy)-2-hydroxy-3,6-di-tert-butylphenoxyphosphorane 
• 42473-26-7 3,6-di-tert-butyl-2-hydroxyphenoxyl 
• 19924-24-4 2,2-dimethyl-4,7-di-tert-butyl-1,3-benzodioxolane 
• 15512-06-8 3,6-di-tert-butylbenzene-1,2-diol 
• 23803-85-2 2,5-di-tert-butyl-6-hydroxy-1,4-benzoquinone 
• 105961-85-1 2,5-dihydroxy-3,6-di-tert-butyl-para-benzoquinone 
• 129246-72-6 3,8-dihydroxy-1-methyl-4,7-di-t-butyl-7,8-dihydrobenzofuran 
• 106002-59-9 5,6-dichloro-3,6-di-tert-butyl-3-cyclohexene-1,2-dione 
• 19545-65-4 2,3,5-triacetoxy-1,4-di-tert-butylbenzene 

Relevant articles and documents

Photooxygenolysis of 3,6-di-tert-butyl-o-benzoquinone

The photolysis of 3,6- and 3,5-di-tert-butyl-o-benzoquinones in benzene (λ > 380 nm, inert atmosphere) involves decarbonylation of the compounds to furnish respectively 2,5- and 2,4-di-tert-butylcyclopentadienones. The 2,5-isomer is stable, and the 2,4-di

Intramolecular London Dispersion Interactions Do Not Cancel in Solution

We present a comprehensive experimental study of a di-t-butyl-substituted cyclooctatetraene-based molecular balance to measure the effect of 16 different solvents on the equilibrium of folded versus unfolded isomers. In the folded 1,6-isomer, the two t-bu

Reactions of hydroxyl-containing compounds with tert-butyl hydroperoxide in the presence of chromium tetra-tert-butoxide

Primary and secondary aliphatic, alkylaromatic, cyclic, and organoelement alcohols are efficiently oxidized by tert-butyl hydroperoxide in the presence of both equimolar and catalytic quantities of chromium tetra-tert-butoxide (C6H6, 20°C). α-Diols containing tertiary hydroxyl groups interact with this system via oxidative splitting of the carbon scaffold. The oxidation includes the stages of formation and decomposition of chromium-containing peroxy compounds. Further transformations of the carbonyl compounds depend on the structure of radicals in the molecules.

Solid-phase oxidation of 2,4-di-tert-butylphenol and 3,6-di-tert-butylpyrocatechol in the presence of alkali and alkaline earth metal halides under elastic deformation

Solid-phase oxidation of 2,4-di-tert-butylphenol to give 2,2′,4,4′-tert-butyl-6,6′-bisphenol and of 3,6-di-tert-butylpyrocatechol to afford 3,6-di-tert-butyl-1,2-benzoquinone was performed in the presence of alkali and alkaline earth metals halides under conditions of modified extrusion. The formation of the corresponding metal 3,6-di-tert-butylsemiquinolates was registered by ESR method. The different behavior of chlorides, bromides, and iodides was observed and rationalized basing on the dissimilar complexing ability of halogens. The mechanism of activated oxidation was assumed.

The reactions of 3,6-di-tert-butyl-1,2-benzoquinone and 3,6-di-tert-butylcatechol with tert-butyl hydroperoxide

Reaction of 3,6-di-tert-butyl-1,2-benzoquinone and 3,6-di-tert-butylcatechol with tert-butyl hydroperoxide in aprotlc solvents leads to the generation of semiquinone (SQ 'H), alkylperoxy (ROO'), and alkyloxy radicals. The reaction of SQ'H and ROO' produces 2,5-di-tert-butyl-6-hydroxy-1,4-benzoquinone, 3,6-di-tert-butyl-1-oxacyclohepta-3,5-diene2,7-dione, and 2,5-di-tert-butyl-3,6-dihydroxy-1,4-benzoquinone. The radical generated from solvent attacks SQ' H at position 4 with C-C bond formation. 4-Benzyl-2,5-di-tert-butyl-6-hydroxycyclohexa-2,5-diene-1-dione produced in this way is transformed into 4-benzyl-3,6-di-tert-butyl-1,2-benzoquinone under the reaction conditions.

Hydroxylation of substituted diatomic phenols and their derivatives

Oxidation of 3,6-di-tert-butylpyrocatechol in protic media is accompanied by the formation of 3,6-di-tert-butyl-2-hydroxy-para-benzoquinone. Hydroxylation of the 3,5-isomer results in dealkylation and isomerization with the formation of 6-tert-butyl-2-hydroxypora-benzoquinone and the quinone mentioned above, respectively. Their ratio depends on the nature of the solvent. Analogous processes accompany redox transformations of 2,6-di-tert-butylhydroquinone, 2,6-diphenyl-para-benzoquinone, and 2,4,6-tri-tert-butylphenol adsorbed on silica gel. Derivatives of 3,5-substituted pyrocatechols formed under conditions of heterophase oxidation in air are capable of transformations to form nitrogen-containing compounds.

KINETICS AND MECHANISM OF THE REACTION OF OZONE WITH 3,6-DI-tert-BUTYLPYROCATECHOL

The reaction of ozone with 3,6-di-tert-butylpyrocatechol at ca. 20 deg C was investigated, and it was found that the main reaction product was 3,6-di-tert-butylquinone, while the reaction rate was proportional to the concentrations of the reagents.A react

ON THE PREPARATION AND PSEUDOROTATION OF CERTAIN MONOCYCLIC PENTAOXYPHOSPHORANES

The S-bridged pentaoxyphosphorane 2a has been prepared for the first time and its ground-state structure studied on the time scale of NMR (1H, 19F, 31P, and 13C) spectroscopic measurements.Compound 2a was found to show significant barriers to intramolecular ligand rearrangement (pseudorotation).A comparative study on non-bridged pentaoxyphosphoranes of type 14 was also undertaken.