605-44-7

Basic information

• Product Name: 2,7-diaminoanthracene-9,10-dione
• Synonyms: 2,7-diaminoanthracene-9,10-dione
• CAS NO: 605-44-7
• Molecular Formula: C₁₄H₁₀N₂O₂
• Molecular Weight: 238.26
• Mol File: 605-44-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: >330 °C
• Boiling Point: 380.84°C (rough estimate)
• Flash Point: 287.6°C
• Appearance: /
• Density: 1.1907 (rough estimate)
• Vapor Pressure: 3.17E-12mmHg at 25°C
• Refractive Index: 1.6500 (estimate)
• PKA: 1.50±0.20(Predicted)
• CAS DataBase Reference: 2,7-diaminoanthracene-9,10-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-diaminoanthracene-9,10-dione(605-44-7)
• EPA Substance Registry System: 2,7-diaminoanthracene-9,10-dione(605-44-7)

Safety Data

• Hazardous Substances Data: 605-44-7(Hazardous Substances Data)

Usage

General Description

2,7-diaminoanthracene-9,10-dione, also known as diaminoanthraquinone, is a chemical compound that belongs to the anthraquinone family. It is an organic compound with the molecular formula C14H10N2O2. This dark red crystalline solid is commonly used as a dye intermediate and in the manufacturing of pigments for textiles, paper, and plastics. It is also used in the production of pharmaceuticals and as a chemical reagent in organic synthesis. The compound has two amino groups and two carbonyl groups, making it a versatile building block for a variety of applications in the chemical industry. Additionally, it has potential applications in the field of materials science due to its unique electronic and photophysical properties.

InChI:InChI=1/C14H10N2O2/c15-7-1-3-9-11(5-7)14(18)12-6-8(16)2-4-10(12)13(9)17/h1-6H,15-16H2

Upstream product

• 90-44-8 anthracen-9(10H)-one 
• 605-28-7 2,7-dinitroanthracene-9,10-dione 
• 84-49-1 anthraquinone-2,7-disulfonic acid 
• 7758-99-8 copper(II) sulfate 
• 605-48-1 9,10-dichloroanthracene 
• 7664-93-9 sulfuric acid 

Downstream Products

• 605-42-5 2,7-dibromo-9,10-anthraquinone 
• 1367374-48-8 2,7-bis[2-((R)-phenylglycine methyl ester)acetamido]anthraquinone 
• 1367374-47-7 2,7-bis[2-((S)-phenylglycine methyl ester)acetamido]anthraquinone 
• 1062194-24-4 2,7-bis(3-phenylpropionamido)anthraquinone 
• 1062194-21-1 2,7-bis(phenylacetamido)anthraquinone 
• 1062194-35-7 2,7-bis(cyclohexanecarbonamido)anthraquinone 
• 71799-39-8 2,10-diphenyl-anthra[2,1-d;7,8-d']bisthiazole-6,12-dione 
• 572-93-0 2,7-dihydroxy-anthraquinone 
• 605-43-6 2,7-dichloroanthraquinone 

Relevant articles and documents

Near-infrared carbon rhodamine fluorescent dye and synthetic method thereof

The invention relates to near-infrared carbon rhodamine fluorescent dye and a synthetic method thereof, which belongs to the technical field of fluorescent dye, and can solve the problems that the existing carbon rhodamine is high in synthetic difficulty. The preparation method of the dye comprises the following steps: performing nitrification reaction, reduction reaction and amino alkylation reaction for anthrone which is used as a raw material to obtain a midbody, and then enabling the midbody to successively react with a Grignard reagent and aryl lithium reagent to obtain a target product rhodamine fluorescent dye. The synthetic method adopted by the invention has the advantages of simple route, cheap raw material, high yield, and ease for separating and purifying the product. The prepared carbon rhodamine fluorescent dye has the characteristics of high molar extinction coefficient, good solubility, long fluorescent emission wavelength disposed in a near-infrared area and high fluorescent quantum yield and the like and can be used for research in the fields of fluorescent probes and fluorescent imaging.

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.