605-42-5

Basic information

• Product Name: 2,7-Dibromo-9,10-anthraquinone
• Synonyms: 2,7-Dibromo-9,10-anthraquinone
• CAS NO: 605-42-5
• Molecular Formula: C₁₄H₆Br₂O₂
• Molecular Weight: 366
• Mol File: 605-42-5.mol

Chemical Properties

• Melting Point: 249°C
• Boiling Point: 491.8±45.0 °C(Predicted)
• Appearance: /
• Density: 1.7410 (rough estimate)
• Refractive Index: 1.4947 (estimate)
• CAS DataBase Reference: 2,7-Dibromo-9,10-anthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-Dibromo-9,10-anthraquinone(605-42-5)
• EPA Substance Registry System: 2,7-Dibromo-9,10-anthraquinone(605-42-5)

Safety Data

• Hazardous Substances Data: 605-42-5(Hazardous Substances Data)

Usage

Class

Anthraquinone dyes (synthetic organic compound)

Derivation

Derived from anthraquinone (naturally occurring organic compound found in plants)

Usage

Commonly used as a dye and pigment in various industries, including textiles, printing, and plastics

Color properties

Known for its vibrant and long-lasting colors

Medicinal properties

Studied for its potential as an anti-cancer agent due to its ability to inhibit the growth of certain cancer cells.

Upstream product

• 84-65-1 9,10-phenanthrenequinone 
• 7726-95-6 bromine 
• 7553-56-2 iodine 
• 120-12-7 anthracene 
• 72-48-0 1,2-dihydroxy-9,10-anthracenedione 
• 633-68-1 2,3-dibromo-9,10-anthraquinone 
• 90-44-8 anthracen-9(10H)-one 
• 605-44-7 2,7-diaminoanthraquinone 
• 605-28-7 2,7-dinitroanthracene-9,10-dione 

Downstream Products

• 72-48-0 1,2-dihydroxy-9,10-anthracenedione 
• 85918-30-5 2,3,6-trihydroxyacetophenone 
• 602-65-3 anthrapurpurin 
• 6370-72-5 2,7-bis-(9,10-dioxo-9,10-dihydro-[1]anthrylamino)-anthraquinone 
• 63722-53-2 3,6-Dibrom-9-phenylanthracen 

Relevant articles and documents

On-Surface Synthesis and Collective Spin Excitations of a Triangulene-Based Nanostar

Triangulene nanographenes are open-shell molecules with predicted high spin state due to the frustration of their conjugated network. Their long-sought synthesis became recently possible over a metal surface. Here, we present a macrocycle formed by six [3]triangulenes, which was obtained by combining the solution synthesis of a dimethylphenyl-anthracene cyclic hexamer and the on-surface cyclodehydrogenation of this precursor over a gold substrate. The resulting triangulene nanostar exhibits a collective spin state generated by the interaction of its 12 unpaired π-electrons along the conjugated lattice, corresponding to the antiferromagnetic ordering of six S=1 sites (one per triangulene unit). Inelastic electron tunneling spectroscopy resolved three spin excitations connecting the singlet ground state with triplet states. The nanostar behaves close to predictions from the Heisenberg model of an S=1 spin ring, representing a unique system to test collective spin modes in cyclic systems.

Thermally activated delayed fluorescent material and preparation method thereof

The invention relates to the technical field of electroluminescence, in particular to a thermally activated delayed fluorescent material and a preparation method thereof. The invention provides a thermally activated delayed fluorescent material. The structural formula of the thermally activated delayed fluorescent material is shown as a formula (I). The invention also provides a preparation method of the thermally activated delayed fluorescent material, and the preparation method comprises the following step: carrying out substitution reaction on 2-bromo-7-(pyran-1-yl) anthracene-9, 10-diketone and the compound shown in the formula (II) to prepare the compound shown in the formula (I). The invention provides the thermally activated delayed fluorescent material and the preparation method thereof, and solves the technical problems that the existing red TADF material is relatively difficult to synthesize and the device efficiency is not high.

Light-Induced Charge Separation in Densely Packed Donor-Acceptor Coordination Cages

Photon-powered charge separation is achieved in a supramolecular architecture based on the dense packing of functional building blocks. Therefore, self-assembled dimers of interpenetrated coordination cages consisting of redoxactive chromophors were synthesized in a single assembly step starting from easily accessible ligands and Pd(II) cations. Two backbones consisting of electron rich phenothiazine (PTZ) and electron deficient anthraquinone (ANQ) were used to assemble either homo-octameric or mixed-ligand double cages. The electrochemical and spectroscopic properties of the pure cages, mixtures of donor and acceptor cages and the mixed-ligand cages were compared by steady-state UV-vis and transient absorption spectroscopy, supported by cyclic voltammetry and spectroelectrochemistry. Only the mixed-ligand cages, allowing close intra-assembly communication between the donors and acceptors, showed the evolution of characteristic PTZ radical cation and ANQ radical anion features upon excitation in the transient spectra. In contrast, excitation of the mixtures of the homo-octameric donor and acceptor cages in solution did not lead to any signs of electron transfer. Densely packed photo- and redox-functional self-assemblies promise molecular-level control over the morphology of the charge separation layer in future photovoltaic applications.

Synthesis, characterization and photovoltaic behavior of platinum acetylide polymers with electron-deficient 9,10-anthraquinone moiety

A new class of soluble, solution-processable platinum(II) acetylide polymers functionalized with electron-deficient 9,10-anthraquinone spacer and their corresponding diplatinum model complexes were synthesized and characterized. The organometallic polymers exhibit good thermal stability and show low-energy broad absorption bands in the visible region. The effect of the presence of thiophene rings along the polymer chain on the optical and photovoltaic properties of these metallated materials was examined. The low-bandgap polymer with thiophene-anthraquinone-thiophene (donor-acceptor- donor) fragment can serve as a good electron donor for fabricating bulk heterojunction polymer solar cells by blending with a methanofullerene electron acceptor. At the same donor:acceptor blend ratio of 1:4, the light-harvesting ability and solar cell efficiency notably increase when the anthraquinone ring is sandwiched by two thiophene units. Photoexcitation of such polymer solar cells results in a photoinduced electron transfer from the π-conjugated metallopolymer to [6,6]-phenyl C61-butyric acid methyl ester with power conversion efficiency up to ～ 0.35%. For safety concern, these metallopolymers were also tested for possible cytotoxicity and they do not show significant cytotoxic activity on human liver derived cells and skin keratinocytes at reasonable doses, rendering these functional materials safe to use in practical devices.

Triazinyl dyes

Vat dyestuffs of the formula EQU1 wherein R represents alkyl with 1 to 4 carbon atoms, R1 and R2 represent hydrogen or alkyl with 1 to 4 carbon atoms and each of A1 and A2 represents a vattable radical with 3 to 7 condensed rings are characterized by improved resistance to alkali and are suitable for dyeing and printing the most diverse materials, in particular fibers made from natural or regenerated cellulose.