67122-25-2

Usage

Uses

Used in Organic Synthesis:
2,3-bis(bromomethyl)-1,4-dimethoxyanthracene-9,10-dione is used as a key intermediate in organic synthesis for the preparation of various complex molecules. The reactive bromomethyl groups allow for further functionalization, making it a valuable building block in the synthesis of pharmaceuticals, dyes, and other specialty chemicals.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2,3-bis(bromomethyl)-1,4-dimethoxyanthracene-9,10-dione is used as a starting material for the synthesis of drug candidates. Its reactivity and stability contribute to the development of new therapeutic agents with potential applications in treating various diseases and medical conditions.
Used in Dye Production:
2,3-bis(bromomethyl)-1,4-dimethoxyanthracene-9,10-dione is used as a precursor in the production of dyes, particularly those with specific color properties and stability. 2,3-bis(bromomethyl)-1,4-dimethoxyanthracene-9,10-dione's structure and reactivity enable the creation of dyes with desired characteristics for use in various industries, such as textiles, plastics, and printing.
Used in Materials Science:
In the field of materials science, 2,3-bis(bromomethyl)-1,4-dimethoxyanthracene-9,10-dione is used for the development of new materials with unique properties. 2,3-bis(bromomethyl)-1,4-dimethoxyanthracene-9,10-dione's reactivity and stability can be exploited to create materials with enhanced performance in areas such as electronics, coatings, and advanced materials for various applications.

Upstream product

• 67122-24-1 1,4-dimethoxy-2,3-dimethylanthracene-9,10-dione 

Relevant academic research and scientific papers

Spectral investigations on the influence of silver nanoparticles on the fluorescence quenching of 1,4-dimethoxy-2,3-dibromomethylanthracene-9,10-dione

Silver nanoparticles (Ag NPs) of different sizes from 9 to 17 nm were synthesized by Creighton method and characterized using UV-vis spectroscopy and high resolution transmission electron microscopy (HRTEM). Fluorescence quenching of 1,4-dimethoxy-2,3-dibromomethylanthracene-9,10-dione (DMDBMAD) in methanol has been studied by fluorescence spectroscopy combined with UV-vis absorption spectroscopic techniques. It has been observed that the fluorescence intensity of DMDBMAD decrease with increase in the size of the Ag NPs. The quenching rate constant and association constant were determined using Stern-Volmer and Benesi-Hildebrand plots. The Stern-Volmer plot suggested that the quenching of DMDBMAD fluorescence by silver NPs was a dynamic process. The obtained value of the association constant infers that there is an association between DMDBMAD and the Ag NPs. Using F?rster resonance energy transfer (FRET) theory, the distance between the donor (DMDBMAD) to acceptor (Ag NPs) and the critical energy transfer distance were obtained. Long range dipole-dipole interaction between the excited donor and ground state acceptor molecules is the dominant mechanism responsible for the energy transfer.

Synthesis and characterisation of C60 derivatives containing functionalised anthraquinone groups and an unusual fullerene-stabilised cation

The ortho-anthraquinonedimethane dienophiles prepared in situ from 1,4-dihydroxy-2,3-bis(bromomethyl)-anthraquinone and 1,4-dimethoxy-2,3-bis(bromomethyl)anthraquinone respectively react with the fullerene C60 to give the anthraquinone derivatives: dihydroxy-anthraquinone-C60 and dimethoxy-anthraquinone-C60. The former compound with sodium butoxide and 15-crown-5 gives the bis(sodium-15-crown-5)dioxo-anthraquinone-C60. The dimethoxy-anthraquinone-C60 reacts with [Ru(PPh3)2(NO)Cl] to form the bis-adduct {[η2-(dimethoxy-anthraquinone-C60)][Ru(PPh3 )2(NO)Cl]}. The electrochemistry of the dihydroxy- and dimethoxy-anthraquinone-C60 derivatives has been studied by cyclic voltammetry and, in contrast to 1,4-dihydroxy-2,3-dimethylanthraquinone, the compound dihydroxy-anthraquinone-C60 shows two separate one electron oxidations at lower potentials strongly suggesting a relatively rare example of a fullerene stablised cation.

3-(Acyloxy)-3-buten-2-ones as Dienophiles in Anthracyclinone Synthesis. An Efficient Route to 4-Demethoxy-7-deoxydaunomycinone Derivatives.

Biacetyl has been converted into a series of 3-(acyloxy)-3-buten-2-ones (13-17) which were characterized both spectroscopically and as their crystalline adducts with 1,3-diphenylisobenzofuran.A comparative study has been made of the reaction of these dien

Simple o-Quinodimethane Route to (+/-)-4-Demethoxydaunomycinone

The anthracycline antibiotics daunorubicin and adriamycin are important clinically useful drugs in the treatment of a number of human cancers.The structurally simplified synthetic analogues 4-demethoxydaunorubicin and 4-demethoxyadriamycin show much clinical promise.The synthesis of the corresponding aglycon (+/-)-4-demethoxydaunomycinone from the inexpensive dye intermediate quinizarin, utilizing o-quinodimethane intermediates, is discussed.