635-12-1

Basic information

• Product Name: 1,4-ANTHRAQUINONE
• Synonyms: RARECHEM AQ BD AN32;1,4-ANTHRAQUINONE;1,4-Anthracenequinone;ANTHRAQUINONE,1,4-(RG);Anthracene-1,4-dione
• CAS NO: 635-12-1
• Molecular Formula: C₁₄H₈O₂
• Molecular Weight: 208.21
• EINECS: 211-228-7
• Mol File: 635-12-1.mol
• Article Data: 28

Chemical Properties

• Melting Point: 217°C
• Boiling Point: 406 °C at 760 mmHg
• Flash Point: 152 °C
• Appearance: orange brown solid
• Density: 1.328 g/cm³
• Vapor Pressure: 8.39E-07mmHg at 25°C
• Refractive Index: 1.702
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Insoluble in water.
• BRN: 1871197
• CAS DataBase Reference: 1,4-ANTHRAQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-ANTHRAQUINONE(635-12-1)
• EPA Substance Registry System: 1,4-ANTHRAQUINONE(635-12-1)

Safety Data

• Safety Statements: 22-24/25
• Hazardous Substances Data: 635-12-1(Hazardous Substances Data)

Usage

Uses

1,4-Anthraquinone is used in the preparation of 1-methyl-1,4,4a,12a-tetrahydronaphthacene-5,12-dione.

InChI:InChI=1/C14H8O2/c15-13-5-6-14(16)12-8-10-4-2-1-3-9(10)7-11(12)13/h1-8H

Upstream product

• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 610-50-4 1-hydroxyanthracene 
• 214406-87-8 2,3-diethynylnaphthalene 
• 82-45-1 1-amino-9,10-anthracenedione 
• 610-49-1 1-aminoanthracene 
• 119-67-5 o-carboxybenzaldehyde 
• 87656-31-3 methyl 2-(dimethoxymethyl)benzoate 
• 106-51-4 p-benzoquinone 
• 573-57-9 1,4-dihydronaphthalene-1,4-epoxide 
• 117934-77-7 C₁₈H₁₆O₂ 
• 71155-60-7 1,4,4a,9a-tetrahydro-9,10-dioxo-1,4-methanoanthracene-11-spiro-1'-cyclopropane 
• 99603-54-0 (4aα,9α,9aα,10α)-4a,9,9a,10-tetrahydro-9,10-epoxyanthracene-1,4-dione 
• 7732-18-5 water 
• 7705-08-0 iron(III) chloride 

Downstream Products

• 42589-68-4 2,2'-Bianthryl-1,4,1',4'-dichinon 
• 13076-29-4 1,4-dimethoxyanthracene 
• 890085-87-7 4-dimethylaminomethyl-5-hydroxy-1-(4-methoxy-phenyl)-2-phenyl-1H-naphtho[2,3-g]indole-3-carboxylic acid ethyl ester 
• 7218-35-1 1,4-dihydroxyanthracene 
• 1255101-66-6 5-phenyl-14-(thiophen-2-yl)pentacene-6,13-dione 
• 1255101-58-6 5-(4-trifluoromethylphenyl)-14-phenylpentacene-6,13-dione 
• 1255101-60-0 4-(6,13-dioxo-14-phenyl-6,13-dihydropentacen-5-yl)benzoic acid methyl ester 
• 1255101-62-2 5-(4-bromophenyl)-14-phenylpentacene-6,13-dione 
• 1255101-64-4 5-phenyl-14-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-phenyl]pentacene-6,13-dione 
• 1255101-56-4 5-(4-decyloxy-phenyl)-14-phenyl-pentacene-6,13-dione 
• 2141-42-6 1,2,3,4-tetrahydroanthracene 
• 24301-50-6 anthracene-1,4-diacetate 

Relevant articles and documents

Studies in the cycloproparene series: Approaches to cyclopropa[b]tetracenes

Cyclopropa[b]naphthalene-3,6-dione (2) fails to add furan across the enedione olefinic bond in a Diels-Alder cycloaddition even at 14×105 kPa. In contrast, isobenzofuran (4) adds efficiently at ambient temperature and pressure. The epoxytetracenedione (5) that is formed is air-sensitive and decomposes under conditions employed for dehydration. Aromatization of (5) to cyclopropatetracenedione (6) is not observed despite anthracene-l,4-dione (8) being obtained from its analogous tetrahydro precursor (7) under the same conditions. CSIRO 1999.

Quinone-amine reactions, XIII: Syntheses of quinoxalinones and naphthoquinoxalinone for colour comparison with benzoquinoxalinones

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Singlet Fission in a Flexible Bichromophore with Structural and Dynamic Control

Singlet fission (SF), i.e., the splitting of a high-energy exciton into two lower-energy triplet excitons, has the potential to increase the efficiency for harvesting spectrally broad light. The path from the photopopulated singlet state to free triplets is complicated by competing processes that decrease the overall SF efficiency. A detailed understanding of the whole cascade and the nature of the photoexcited singlet state is still a major challenge. Here, we introduce a pentacene dimer with a flexible crown ether spacer enabling a control of the interchromophore coupling upon solvent-induced self-aggregation as well as cation binding. The systematic change of solvent polarity and viscosity and excitation wavelength, as well as the available conformational phase space, allows us to draw a coherent picture of the whole SF cascade from the femtosecond to microsecond time scales. High coupling leads to ultrafast SF (2 ps), independent of the solvent polarity, and to highly coupled correlated triplet pairs. The absence of a polarity effect indicates that the solvent coordinate does not play a significant role and that SF is driven by intramolecular modes. Low coupling results in much slower SF (μ500 ps), which depends on viscosity, and leads to weakly coupled correlated triplet pairs. These two triplet pairs could be spectrally distinguished and their contribution to the overall SF efficiency, i.e., to the population of free triplets, could be determined. Our results reveal how the overall SF efficiency can be increased by conformational restrictions and control of the structural fluctuation dynamics.

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.