2202-79-1

Basic information

• Product Name: 6,7-dimethylnaphthalene-1,4-dione
• CAS NO: 2202-79-1
• Molecular Formula: C₁₂H₁₀O₂
• Molecular Weight: 186.2066
• Mol File: 2202-79-1.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 369.4°C at 760 mmHg
• Flash Point: 138.6°C
• Density: 1.2g/cm³
• Vapor Pressure: 1.19E-05mmHg at 25°C
• Refractive Index: 1.592
• CAS DataBase Reference: 6,7-dimethylnaphthalene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-dimethylnaphthalene-1,4-dione(2202-79-1)
• EPA Substance Registry System: 6,7-dimethylnaphthalene-1,4-dione(2202-79-1)

Safety Data

• Hazardous Substances Data: 2202-79-1(Hazardous Substances Data)

Upstream product

• 7475-96-9 6,7-dimetil-5,8-dihidro-1,4-naftohidroquinona 
• 134281-83-7 (+)-(S)-2-(p-tolylsulfinyl)cyclohexa-2,5-diene-1,4-dione 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 46037-61-0 1,2-diethynyl-4,5-dimethylbenzene 
• 106-51-4 p-benzoquinone 
• 62289-59-2 6,7-dimethyl-5,8-dihydro-1,4-naphthoquinone 
• 632-15-5 3,4-dimethylthiophene 
• 35774-01-7 8,9-dimethylbicyclo<4.4.O>deca-3,8-diene-2,5-dione 
• 2670-18-0 6,7-dimethyl-4a,5,8,8a-tetrahydronaphthalene-1,4-dione 
• 581-40-8 2,3-dimethylnaphthalene 

Downstream Products

• 79707-03-2 4,9-dihydro-6,7-dimethyl-4,9-dioxo-1-(4-methoxybenzyl)naphtho<2,3-d>-v-triazole 
• 41791-77-9 2,3-dibromo-6,7-dimethyl-1,4-naphthoquinone 
• 58472-27-8 2-anilino-6,7-dimethyl-1,4-naphthoquinone 
• 72364-90-0 2-acetamido-3-bromo-6,7-dimethyl-1,4-naphthoquinone 
• 72364-91-1 4,9-dihydro-6,7-dimethyl-4,9-dioxo-1H-naphtho-[2,3-d]-triazole 
• 6944-78-1 2-amino-3-bromo-6,7-dimethyl-1,4-naphthoquinone 
• 52280-69-0 6,7-Dimethyl-2-hydroxy-1,4-naphthochinon 
• 650602-94-1 3-Brom-2-(3,5-di-tert-butyl-4-hydroxyphenyl)-6,7-dimethyl-1,4-naphthochinon 
• 383419-92-9 2-(3,5-Di-tert-butyl-4-hydroxyphenyl)-3-methoxy-6,7-dimethyl-1,4-naphthochinon 

Relevant articles and documents

Oxidative dehydrogenation and the aromatization of polycycles using o-iodoxybenzoic acid (IBX)

An efficient and convenient method for the dehydrogenation and aromatization of various polycycles using o-iodoxybenzoic acid (IBX) is described.

Photosensitization of Fluorofuroxans and Its Application to the Development of Visible Light-Triggered Nitric Oxide Donor

Nitric oxide (NO) is an endogenous signaling molecule used in multiple biochemical processes. The development of switchable NO donors that deliver an NO payload under spatiotemporal control harbors many medicinal benefits. Previously, 4-fluorofuroxans were found to function as a UV light-induced NO donor under physiological conditions based on the photoinduced isomerization mechanism; however, the isomerization of fluorofuroxans with longer wavelength light is desired for further application into living systems. Herein, we report the use of photosensitizers in the photochemical isomerization of fluorofuroxan, enabling the use of visible light to induce isomerization. Among the tried photosensitizers, anthraquinone derivatives showed a good sensitizing ability to isomerize 4-fluorofuroxan to 3-fluorofuroxan using visible light. This new phenomenon was applied to the synthesis of a water-soluble anthraquinone-fluorofuroxan all-in-one molecule, which demonstrated promising NO-releasing ability using 400-500 nm irradiation. A high level of control is displayed with "on" and "off" NO-release functionality suggesting that photosensitizer-furoxan hybrids would make valuable donors. Furthermore, unlike most furoxans, NO is released in the absence of thiol cofactor.

Organocatalytic double arylation of 3-isothiocyanato oxindoles: Stereocontrolled synthesis of complex spirooxindoles

Quinones, precursors of aromatic structures, were firstly employed as the electrophiles for the organocatalytic Michael addition/cyclization cascade reaction with versatile 3-isothiocyanato oxindoles. Chiral bifunctional organocatalyst was appropriate for this enantioselective transformation to afford a variety of novel spirooxindoles, possessing a spirocyclic stereocenter adjacent to the aromatic ring, via asymmetric double arylation. These synthesized spirooxindoles are very difficult to access by the reported methods and were obtained in excellent chemical yields with excellent enantioselectivities.

Ruthenium-catalyzed C-H oxygenation of quinones by weak O-coordination for potent trypanocidal agents

Ruthenium-catalysis enabled the C-5 selective C-H oxygenation of naphthoquinones, and also sets the stage for the site-selective introduction of a hydroxyl group into anthraquinones. A-ring modified naphthoquinoidal compounds represent an important class of bioactive quinones for which the present study encompasses the first C-H oxygenation strategy by weak O-coordination.