142968-95-4

Basic information

• Product Name: 9,10-Anthracenedione, 2-(2-phenylethenyl)-, (Z)-
• CAS NO: 142968-95-4
• Molecular Formula: C22H14O2
• Molecular Weight: 310.352
• Mol File: 142968-95-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 9,10-Anthracenedione, 2-(2-phenylethenyl)-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-Anthracenedione, 2-(2-phenylethenyl)-, (Z)-(142968-95-4)
• EPA Substance Registry System: 9,10-Anthracenedione, 2-(2-phenylethenyl)-, (Z)-(142968-95-4)

Safety Data

• Hazardous Substances Data: 142968-95-4(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 99049-43-1 2-((triphenyl-λ⁵-phosphanylidene)methyl)anthracene-9,10-dione 
• 100-42-5 styrene 
• 6470-87-7 anthraquinone-2-carbonyl chloride 
• 84-54-8 2-methylanthracene-9,10-dione 
• 7598-10-9 2-(bromomethyl)anthraquinone 
• 17241-59-7 2-Hydroxymethylanthraquinone 
• 6783-05-7 trans-2-phenylvinylboronic acid 
• 1242436-38-9 9,10-dioxo-9,10-dihydroanthracen-2-yl trifluoromethanesulfonate 
• 108-88-3 toluene 
• 85-55-2 2-(4-toluoyl)benzoic acid 

Downstream Products

• 1383374-69-3 C₄₄H₅₈O₂Si₂ 

Relevant articles and documents

(E)-2-Styrylanthracene-9,10-dione: A new type of fluorescent probe core and its application in specific mitochondria imaging

Herein, a new type of fluorescent probe core, (E)-2-styrylanthracene-9,10-dione (EK01), was developed which displayed strong fluorescence quantum yield (Φ = 0.867 in DMF; Φ = 0.561 in acetone; Φ = 0.616 in CH2Cl2; Φ = 0.265 in DMSO), good photostability, large stokes shift (90 nm–120 nm) and molar extinction coefficients (0.5875 × 104–0.7609 × 104 mol?1 L cm?1). During cell assays and co-localization experiments, EK01 showed excellent cell membrane permeability and low cytotoxicity against MCF-10A (human mammary epithelial cell line) and HT-29 (human colorectal adenocarcinoma cell line). Particularly, we surprisingly discovered that EK01 could selectively aggregate in mitochondria and specific stain it in a green emissive fluorescent form, which means that EK01 could be a real-time specifically monitor of mitochondria in living cells with a high signal-to-noise ratio. Hence a new mitochondria imaging method was established which is incubating EK01 with living cells for 1 h at a final concentration of 6–12 μM, then visualizing under a confocal microscope at 395 nm. It is worth noting that the fluorescence efficiency of EK01 is not outstanding in organisms, it has much stronger fluorescence efficiency in other organic solvent systems (such as DMF, acetone and CH2Cl2). Therefore, as a new type of fluorescent core that is easy to synthesis and graft, we believe that (E)-2-styrylanthracene-9,10-diones have the potential to develop a variety of fluorescence platforms applying in different fields.

Rhodium-catalyzed coupling reaction of aroyl chlorides with alkenes

Aroyl chlorides react with acyclic and cyclic alkenes in the presence of a rhodium catalyst to give Mizoroki-Heck type and cyclization products, respectively. A rhodium-ethylene complex, [{RhCl(C2H 4)2}2], showed excellent performance for these reactions. Notably, the reactions can be conducted effectively under base- and phosphane-free conditions.

2-(2-Arylvinyl)-9,10-anthraquinones: Combined Electro- and Photo-chromic Properties for Molecular Switching

Easily prepared and novel anthraquinone derivatives, containing photochemically isomerisable 4'-substituted stilbene functions, may be interconverted electrochemically between four states, each capable of existing as cis- or trans-isomers.