15257-17-7

Basic information

• Product Name: 9,10-diphenylanthracene endoperoxide
• Synonyms: 9,10-diphenylanthracene endoperoxide
• CAS NO: 15257-17-7
• Molecular Formula: C₂₆H₁₈O₂
• Molecular Weight: 362.41992
• Mol File: 15257-17-7.mol
• Article Data: 39

Chemical Properties

• Boiling Point: 463.9°Cat760mmHg
• Flash Point: 128.9°C
• Appearance: /
• Density: 1.282g/cm³
• Vapor Pressure: 2.42E-08mmHg at 25°C
• Refractive Index: 1.693
• CAS DataBase Reference: 9,10-diphenylanthracene endoperoxide(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-diphenylanthracene endoperoxide(15257-17-7)
• EPA Substance Registry System: 9,10-diphenylanthracene endoperoxide(15257-17-7)

Safety Data

• Hazardous Substances Data: 15257-17-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C26H18O2/c1-3-11-19(12-4-1)25-21-15-7-9-17-23(21)26(28-27-25,20-13-5-2-6-14-20)24-18-10-8-16-22(24)25/h1-18H

Upstream product

• 1499-10-1 9,10-diphenylanthracene 
• 1188-14-3 Triethylgerman 
• 71-43-2 benzene 
• 75-15-0 carbon disulfide 
• 5471-63-6 1,3-diphenylisobenzofuran 
• 583-53-9 2,3-dibromobenzene 

Downstream Products

• 67012-92-4 N-methyl-diphenyl-9,10 diepoxy-4a,10:9,9a ethano-1,4 hexahydro-1,4,4a,10,9,9a anthracenedicarboximide-11,12 
• 1499-10-1 9,10-diphenylanthracene 
• 5146-30-5 10-phenyl-10-hydroxy-9-anthracenone 
• 36164-98-4 trans-9,10-dihydroxy-9,10-diphenyl-9,10-dihydroanthracene 
• 86170-67-4 phenoxy-9 phenyl-10 anthracene 
• 84-65-1 9,10-phenanthrenequinone 
• 102349-40-6 2-Formyl-6-methoxy-4-methyl-benzoic acid methyl ester 
• 80937-33-3 oxygen 
• 96179-18-9 10-methoxy-9,10-diphenyl-9,10-dihydro-[9]anthryl hydroperoxide 
• 36204-66-7 trans-9,10-dihydroxy-9,10-diphenyl-9,10-dihydroanthracene 
• 104879-46-1 9,10-bis-acetylperoxy-9,10-diphenyl-9,10-dihydro-anthracene 
• 103226-52-4 9,10-bis-methylperoxy-9,10-diphenyl-9,10-dihydro-anthracene 
• 105862-50-8 9,10-bis-benzoylperoxy-9,10-diphenyl-9,10-dihydro-anthracene 
• 96277-63-3 9,10-Dimethoxy-9,10-dihydro-9,10-diphenylanthracen 

Relevant articles and documents

The aluminium(III) complex of hypocrellin B as a PDT photosensitizer

The complex of hypocrellin B (HB) with aluminium was synthesized to improve the water solubility and red absorption of the parent pigment. The complexation of HB with Al3+ resulted in the formation of a complex with 1 : 1 Al(III) : HB stoichiometry (Al3+-HB) measured by molar ratio and continuous variation methods, respectively. The structure of this complex has been characterized by UV-Vis, IR, 1H NMR and elemental analysis data. Compared with HB, the complex possesses excellent solubility in water; in addition, the absorption wavelength of Al3+-HB shifts bathochromically into the phototherapeutic window (600-900 nm). The generation of active oxygen species, including the superoxide radical anion (O2·-) and singlet oxygen (1O2) by Al3+-HB photosensitization was observed. The efficiency of O2· generation by Al3+-HB was twice as much as that of HB. Under our experimental conditions, the rate of O2·-generation by Al3+-HB was about 2.3 μM min-1 measured by the cytochrome c reduction method using 578 nm light. The quantum yield of singlet oxygen (1O2) was 0.23 in DMSO determined by the 9,10-DPA (diphenylanthracene) photobleaching experiments. These results suggest that the new complex possesses an enhanced type I process but a decreased type II process as compared with hypocrellin B.

Ring-opening metathesis polymer sphere-supported seco-porphyrazines: Efficient and recyclable photooxygenation catalysts

Crossover Linstead macrocyclization of norbornenyl-tagged diaminomaleonitrile with dipropylmaleonitrile gave the corresponding magnesium diaminohexapropylporphyrazine, which was subsequently converted into its zinc seco-derivative. Polymerization gave the corresponding ROMPgel and ROMPsphere (ROMP = ring-opening metathesis polymer) reagents, the latter of which proved efficient as an immobilized catalyst for the sensitized production of singlet oxygen for the purification-minimized parallel synthesis of endoperoxides and ene adducts.

"Dark" Singlet Oxygenation of Hydrophobic Substrates in Environmentally Friendly Microemulsions

The molybdate-catalyzed "dark" singlet oxygenation of hydrophobic compounds with hydrogen peroxide proceeds efficiently with low catalyst loadings (10-3 mol%) in chlorine-free w/o microemulsions. These micro-heterogeneous systems are composed of sodium dodecyl sulfate (SDS)/n-buta-nol/water/organic phase, the latter being either a "green" solvent such as ethyl acetate or a liquid substrate, such as α-terpinene or β-citronellol. Very high reactor yields with improved product/SDS ratio can be obtained for the "dark" singlet oxygenation of such liquid substrates.

9,10-diphenyl-9,10-epidioxyanthracene and 9,10-dihydro-10,10-dimethoxy-9-phenylanthracen-9-ol

9,10-Diphenyl-9,10-epidioxyanthracene, C26H18O2, (I), was accidentally used in a photooxygenation reaction that produced 9,10-dihydro-10,10-dimethoxy-9-phenylanthracen-9-ol, C22H20O3, (II).

Synthesis of a water-soluble cyclodextrin modified hypocrellin and ESR study of its photodynamic therapy properties

A water-soluble cyclodextrin modified hypocrellin B (HBCD) was designed and synthesized. HBCD retained the phototherapeutic properties and exhibited much stronger photoinduced damage to calf thymus DNA (CT DNA) than hypocrellin B and mercaptoacetic acid substituted hypocrellin B (MAHB). The mechanism of electron transfer from CT DNA to the triplet state of HBCD was confirmed by steady-state electron spin resonance (ESR) and a time-resolved ESR study.

Improving singlet oxygen resistance during photochemical water oxidation by cobalt porphyrin catalysts

Enabling the production of solar fuels on a global scale through artificial photosynthesis requires the development of water oxidation catalysts with significantly improved stability. The stability of photosystems is often reduced owing to attack by singl

Potassium Poly(Heptazine Imide): Transition Metal-Free Solid-State Triplet Sensitizer in Cascade Energy Transfer and [3+2]-cycloadditions

Polymeric carbon nitride materials have been used in numerous light-to-energy conversion applications ranging from photocatalysis to optoelectronics. For a new application and modelling, we first refined the crystal structure of potassium poly(heptazine imide) (K-PHI)—a benchmark carbon nitride material in photocatalysis—by means of X-ray powder diffraction and transmission electron microscopy. Using the crystal structure of K-PHI, periodic DFT calculations were performed to calculate the density-of-states (DOS) and localize intra band states (IBS). IBS were found to be responsible for the enhanced K-PHI absorption in the near IR region, to serve as electron traps, and to be useful in energy transfer reactions. Once excited with visible light, carbon nitrides, in addition to the direct recombination, can also undergo singlet–triplet intersystem crossing. We utilized the K-PHI centered triplet excited states to trigger a cascade of energy transfer reactions and, in turn, to sensitize, for example, singlet oxygen (1O2) as a starting point to synthesis up to 25 different N-rich heterocycles.

Visible-light-driven selective alkenyl C-P bond cleavage of allenylphosphine oxides

An efficient method for highly selective alkenyl C-P bond cleavage, enabled by organic dyes and visible-light irradiation, was developed. This novel protocol involves a highly regioselective radical pathway initiated by singlet oxygen, affording diverse a