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1,4-Difluoroanthraquinone is a synthetic chemical compound derived from anthraquinone with two fluorine atoms substituted at the 1 and 4 positions. It is known for its enhanced electron affinity and improved stability due to the presence of fluorine atoms, making it a valuable building block in the synthesis of dyes, pharmaceuticals, and organic electronic materials.

28736-42-7

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28736-42-7 Usage

Uses

Used in Dye Synthesis:
1,4-Difluoroanthraquinone is used as a key intermediate in the production of dyes, where its unique properties contribute to the development of dyes with specific color characteristics and improved performance.
Used in Pharmaceutical Industry:
1,4-Difluoroanthraquinone is used as a starting material for the synthesis of various pharmaceutical compounds, leveraging its electron affinity and stability to create drugs with enhanced efficacy and reduced side effects.
Used in Organic Electronics:
1,4-Difluoroanthraquinone is used as a component in the development of organic electronic materials, such as organic solar cells and organic light-emitting diodes (OLEDs), due to its ability to improve the performance and stability of these devices.
Environmental Considerations:
Given the potential for environmental contamination associated with fluorinated compounds, it is crucial to handle and dispose of 1,4-difluoroanthraquinone with proper care, ensuring that it does not negatively impact the environment.

Check Digit Verification of cas no

The CAS Registry Mumber 28736-42-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,8,7,3 and 6 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 28736-42:
(7*2)+(6*8)+(5*7)+(4*3)+(3*6)+(2*4)+(1*2)=137
137 % 10 = 7
So 28736-42-7 is a valid CAS Registry Number.
InChI:InChI=1/C14H6F2O2/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6H

28736-42-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,4-difluoroanthracene-9,10-dione

1.2 Other means of identification

Product number -
Other names 1,4-difluoroanthraquinone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:28736-42-7 SDS

28736-42-7Relevant academic research and scientific papers

Synthesis method of hydroquinine(anthraquinone-1,4-diyl)diether

-

Paragraph 0058; 0059; 0060; 0061; 0062, (2020/10/21)

The invention discloses a synthetic method of hydroquinine(anthraquinone-1,4-diyl)diether (CAS: 176097-24-8) as shown in a formula (f), which comprises the following steps: by using phthalic anhydrideas a raw material, carrying out Friedel-Crafts reaction and dehydration cyclization reaction to obtain a compound c; and carrying out a coupling reaction on the compound c and dihydroquinine to obtain the hydroquinine(anthraquinone-1,4-diyl)diether. The synthesis method has the advantages of short reaction route, high yield, simplicity and convenience in operation, low cost, suitability for industrial production and the like.

Synthesis of 6,13-difluoropentacene

Tripp, Matthias W.,Koert, Ulrich

supporting information, p. 2136 - 2140 (2021/02/03)

6,13-Difluoropentacene was synthesized from 1,4-difluorobenzene. Friedel-Crafts annulation of the latter with phthalic anhydride and subsequent reduction of the anthraquinone gave 1,4-difluoroanthracene. After ortho-lithiation and reaction with phthalic anhydride a carboxylic acid was obtained whose Friedel-Crafts acylation and subsequent reductive removal of the oxygen-functionalities resulted in the formation of the target compound. The HOMO-LUMO gap of 6,13-difluoropentacene was determined via UV-vis spectroscopy and compared to other fluorinated pentacenes.

Eine neue Ligandenklasse fuer die asymmetrische Dihydroxylierung von Olefinen

Becker, Heinrich,Sharpless, K. Barry

, p. 447 - 449 (2007/10/03)

Keywords: Asymmetrische Dihydroxylierungen; Chirale Liganden; Chinchonaalkaloide; Katalyse; Osmiumverbindungen

Synthesis of fluorine-substituted anthraquinones and azaanthraquinones

Khanapure, Subash P.,Han, Wei,Swartling, Dan J.,Biehl, Edward R.

, p. 131 - 134 (2007/10/02)

Using 1,4-dipolar-aryne cycloaddition methodology, a convenient, short synthesis of several fluoroanthraquinones is presented which involves the reaction of haloarenes and 3-cyanophthalides in the presence of lithium diisopropylamide (LDA) in tetrahydrofuran (THF).The fluorine substituent(s) can be introduced by using fluorine-substituted haloarenes and/or 3-cyanophthalides.Similarly, fluorine-substituted pyridines can be prepared by treating fluorine-substituted cyanophthalides and halopyridines in the presence of lithium diisopropylamide.

Preparation of fluoroaromatic compounds in dispersion of potassium fluoride

-

, (2008/06/13)

An improved process is disclosed for preparing fluoroaromatic compounds (such as fluoronitrobenzene compounds) wherein chloroaromatic compounds (such as chloronitrobenzene compounds) are reacted with potassium fluoride in a solvent dispersion thereof prepared from a mixture including the solvent, the fluoride, methanol and an aromatic compound.

CONVENIENT SYNTHESIS ROUTES TO 1,4-DIFLUOROANTHRACENE-9,10-DIONE

Krapcho, A. Paul,Getahun, Zelleka

, p. 907 - 910 (2007/10/02)

Two convenient synthetic routes to 1,4-difluoroanthracene-9,10-dione are described.

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