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Usage

Uses

Used in Organic Synthesis:
(10-[(Acetyloxy)methyl]-9-anthryl)methyl acetate is used as a reagent in chemical reactions for the synthesis of other organic compounds. Its unique structure and functional groups make it a valuable building block in the preparation of a wide range of organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (10-[(Acetyloxy)methyl]-9-anthryl)methyl acetate is used as a key intermediate in the synthesis of various drug molecules. Its versatility and reactivity in chemical reactions allow for the development of new and innovative pharmaceutical compounds.
Used in Chemical Research:
(10-[(Acetyloxy)methyl]-9-anthryl)methyl acetate is also used in chemical research as a model compound to study various reaction mechanisms and to develop new synthetic methodologies. Its unique properties and reactivity make it an interesting subject for research in the field of organic chemistry.

Upstream product

• 781-43-1 9,10-dimethylanthracene 
• 546-67-8 lead(IV) tetraacetate 
• 64-19-7 acetic acid 
• 10387-13-0 9,1-bis(chloromethyl)anthracene 
• 127-09-3 sodium acetate 
• 1187784-90-2 9,10-bis(4-amino-5-phenyl-1,2,4-triazol-3-ylsulfanylmethyl)anthracene 
• 135879-38-8 2,2′-((anthracene-9,10-diylbis(methylene)) bis(oxy))dibenzaldehyde 
• 127-08-2 potassium acetate 
• 120-12-7 anthracene 
• 7072-02-8 9,10-bis-ethoxymethyl-anthracene 

Downstream Products

• 7044-91-9 9,10-diformylanthracene 

Relevant academic research and scientific papers

A turn-on fluorescent Fe3+ sensor derived from an anthracene-bearing bisdiene macrocycle and its intracellular imaging application

Integrating N2-hydroxyethyldiethylenetriamine with anthracene gives a [2+2] macrocycle fluorescent sensor. This sensor displays an instant/reversible turn-on response specific to Fe3+, which allows facile visualization of the Fe3+/Fe2+ transition and intracellular Fe3+ imaging. the Partner Organisations 2014.

Metal-organic frameworks (MOFs) composed of (triptycenedicarboxylato)zinc

Two novel 2D and 3D coordination polymers of 9,10-trip-tycenedicarboxylic acid and zinc nitrate, which form under solvothermal reaction conditions, are described. As determined by single-crystal X-ray structure analysis, their frameworks are assembled from dinuclear zinc coordination units which are interlinked by triptycenedicarboxylato (TDC) struts. In the 2D-MOF reported here, the extended network of van der Waals interactions between triptycene units as well as coordinated solvent molecules is responsible for the dense assembly of layers with a 44 net topology into the final crystal structure. The framework of the 3D-MOF is composed from [Zn2(TDC) 1.5]∞ layers with a 63 topology, the layers being interlinked by triptycenedicarboxylato pillars (bnn-net). This MOF possesses hexagonal channels which are filled with guest molecules. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

2D arrays of organic qubit candidates embedded into a pillared-paddlewheel metal-organic framework

The creation of ordered arrays of qubits that can be interfaced from the macroscopic world is an essential challenge for the development of quantum information science (QIS) currently being explored by chemists and physicists. Recently, porous metal?organic frameworks (MOFs) have arisen as a promising solution to this challenge as they allow for atomic-level spatial control of the molecular subunits that comprise their structures. To date, no organic qubit candidates have been installed in MOFs despite their structural variability and promise for creating systems with adjustable properties. With this in mind, we report the development of a pillared-paddlewheel-type MOF structure that contains 4,7-bis(2-(4-pyridyl)-ethynyl) isoindoline N-oxide and 1,4-bis(2-(4-pyridyl)-ethynyl)-benzene pillars that connect 2D sheets of 9,10-dicarboxytriptycene struts and Zn2(CO2)4 secondary binding units. The design allows for the formation of ordered arrays of reorienting isoindoline nitroxide spin centers with variable concentrations through the use of mixed crystals containing the secondary 1,4-phenylene pillar. While solvent removal causes decomposition of the MOF, magnetometry measurements of the MOF containing only N-oxide pillars demonstrated magnetic interactions with changes in magnetic moment as a function of temperature between 150 and 5 K. Variable-temperature electron paramagnetic resonance (EPR) experiments show that the nitroxides couple to one another at distances as long as 2 nm, but act independently at distances of 10 nm or more. We also use a specially designed resonance microwave cavity to measure the face-dependent EPR spectra of the crystal, demonstrating that it has anisotropic interactions with impingent electromagnetic radiation.

Synthesis of novel amide-crownophanes and Schiff base-crownophanes based on p-phenylene, 2,6-naphthalene, and 9,10-anthracene

(Chemical Equation Presented) The novel macrocyclic diamides 11-13, 16-18 are obtained in 45-66% yields by the reaction of dipotassium salts 10a-c and 15 with each of 1,4-di(bromomethyl)benzene 4, 2,6-di(bromomethyl)naphthalene 6 and 9,10-di(bromomethyl)anthracene 8, repectively, in boiling DMF. On the other hand, the new macrocyclic Schiff bases 28 and 29 are obtained in 44% and 42% yields by heating the appropriate bis-amines 25b, 26b with the corresponding bis-aldehydes 21, 22, respectively, in refluxing acetic acid under high-dilution conditions.

Unexpectedly similar charge transfer rates through benzo-annulated bicyclo[2.2.2]octanes

A 4-(pyrrolidin-1-yl)phenyl electron donor and 10-cyanoanthracen-9-yl electron acceptor are attached via alkyne linkages to the bridgehead carbon atoms of bicyclo[2.2.2]octane and all three benzo-annulated bicyclo[2.2.2] octanes. The σ-system of bicyclo[2.2.2]octane provides a scaffold having nearly constant bridge geometry on which to append multiple, weakly interacting benzo π-bridges, so that the effect of incrementally increasing numbers of π-bridges on electron transfer rates can be studied. Surprisingly, photoinduced charge transfer rates measured by transient absorption spectroscopy in toluene show no benefit from increasing the number of bridge π-systems, suggesting dominant transport through the σ-system. Even more surprisingly, the significant changes in hybridization undergone by the σ-system as a result of benzo-annulation also appear to have no effect on the charge transfer rates. Natural Bond Orbital analysis is applied to both σ- and π-communication pathways. The transient absorption spectra obtained in 2-methyltetrahydrofuran (MTHF) show small differences between the benzo-annulated molecules that are attributed to changes in solvation. All charge transfer rates increase significantly upon cooling the MTHF solutions to their glassy state. This behavior is rationalized using combined molecular dynamics/electronic structure trajectories.