602-25-5

Basic information

• Product Name: 1,4-DICHLOROANTHRAQUINONE
• Synonyms: 1,4-DICHLOROANTHRAQUINONE;1,4-Dichloro-9,10-anthracenedione;1,4-Dichloro-9,10-dihydro-9,10-dioxoanthracene;1,4-dichloroanthracene-9,10-dione;1,4-Dichloro-9,10-anthraquinone
• CAS NO: 602-25-5
• Molecular Formula: C₁₄H₆Cl₂O₂
• Molecular Weight: 277.1
• Product Categories: Intermediates of Dyes and Pigments;Anthraquinones;Chloroanthraquine, etc.
• Mol File: 602-25-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 187-189 °C(lit.)
• Boiling Point: 455.2 °C at 760 mmHg
• Flash Point: 191.7 °C
• Appearance: /
• Density: 1.514 g/cm³
• Vapor Pressure: 1.79E-08mmHg at 25°C
• Refractive Index: 1.671
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1,4-DICHLOROANTHRAQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-DICHLOROANTHRAQUINONE(602-25-5)
• EPA Substance Registry System: 1,4-DICHLOROANTHRAQUINONE(602-25-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 602-25-5(Hazardous Substances Data)

Usage

General Description

1,4-Dichloroanthraquinone is a synthetic organic compound that is derived from anthraquinone. It is a dark yellow crystalline solid that is insoluble in water but soluble in organic solvents. The chemical is used as an intermediate in the production of dyes and pigments, as well as in the manufacturing of pharmaceuticals and agrochemicals. It is also utilized in the production of photocurable materials and as a reagent in organic synthesis. 1,4-Dichloroanthraquinone is known for its strong oxidizing properties and is considered a hazardous chemical that can cause irritation to the skin, eyes, and respiratory system. Proper handling and safety precautions are necessary when working with this compound.

InChI:InChI=1/C14H6Cl2O2/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6H

Upstream product

• 68833-54-5 1,4-dichloro-anthrone 
• 7664-93-9 sulfuric acid 
• 58497-41-9 2-benzoyl-3,6-dichloro-benzoic acid 
• 13460-50-9 metaboric acid 
• 106022-00-8 2-(2,5-dichloro-benzoyl)-benzoic acid 
• 7647-01-0 hydrogenchloride 
• 30907-05-2 9,10-dioxo-9,10-dihydro-anthracene-1,4-disulfonic acid ; disodium-salt 
• 87-41-2 2-benzofuran-1(3H)-one 
• 129-43-1 1-hydroxyanthraquinone 
• 3172-52-9 2,5-diclorothiophene 
• 130-15-4 [1,4]naphthoquinone 
• 2905-61-5 2,5-dichlorobenzoyl chloride 
• 82-45-1 1-amino-9,10-anthracenedione 
• 106-46-7 para-dichlorobenzene 

Downstream Products

• 859332-37-9 1,4-dichloro-9,10-diphenyl-9,10-dihydro-anthracene-9,10-diol 
• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 3223-90-3 1,4-dichloro-5-nitro-anthraquinone 
• 14486-59-0 1,4-Anthrachinondisulfonsaeure 
• 42530-53-0 8,11-Dichlorobenzanthrone 
• 2987-68-0 1,4-bisbenzoylaminoanthraquinone 
• 116-76-7 1,4-bis-(1-anthraquinonylamino)anthraquinone 
• 2944-30-1 1,4-di-p-anisidino-anthraquinone 
• 155555-78-5 N-(4-chloro-9,10-dioxo-9,10-dihydro-[1]anthryl)-anthranilic acid 
• 122146-57-0 1,4-bis-(toluene-4-sulfonylamino)-anthraquinone 
• 2872-47-1 1-amino-4-chloroanthraquinone 
• 75300-18-4 1,4-Di(phenylthio)anthraquinone 
• 2944-12-9 1,4-bis(phenylamino)anthracene-9,10-dione 
• 43033-00-7 1,4-diphenoxyanthracene-9,10-dione 

Relevant articles and documents

Synthesis of sterically crowded 9-nitrotriptycenes by the Diels–Alder cycloaddition reaction

The synthesis of novel sterically crowded triptycenes as attractive components for the construction of models for various molecular dynamic studies is reported. 9-Nitrotriptycenes were obtained by the Diels–Alder reactions between 9-nitroanthracene and tetrabromobenzyne as well as 1,4-dichloro-9-nitroanthracene and 2,6-dichlorobenzyne. Interesting regioselectivity relative to the central and terminal rings was observed. Moreover, 1,2,3,4-tetrabromo-9-nitrotriptycene was further functionalized to afford 1,2,3,4-tetrabromotriptycyl-9-ammonium tetrafluoroborate in two-steps. The impact of steric hindrance on the geometry of the molecule was estimated on the basis of single crystal X-ray diffraction data.

The electrochemistry of arylated anthraquinones in room temperature ionic liquids

Arylated anthraquinone derivatives of different sizes and different π-basicities have been prepared, and the electrochemical behaviour of these substances has been studied on screen printed graphite electrodes in the three room temperature ionic liquids (RTILs), 1-butyl-3-methylimidazolium hexafluorophosphate ([C4MIM][PF6]), 1-hexyl-3- methylimidazolium hexafluorophosphate ([C6MIM][PF6]) and 1-octyl-3-methylimidazolium hexafluorophosphate ([C8MIM][PF 6]). Half redox potentials for the first and second one electron reduction waves were identified, and the diffusion coefficient values were estimated from cyclic voltammetry measurements. The influence of the nature of the RTIL and of the substitution pattern of the anthraquinone on the solvodynamic radii were studied. A correlation of the reductive potentials with the corresponding Hammett constants of the substituents was tested. Copyright

Phenacenes from Diels-Alder trapping of photogenerated o-xylylenols: Phenanthrenes and benzo[e]pyrene bisimide

The synthesis of phenanthrene and benzo[e]pyrene bisimides, 1 and 2, was accomplished via the Diels-Alder trapping of sterically congested o-xylylenols photochemically generated from 3,6-dibenzoyl-o-xylene and 1,4-dibenzoyl-9,10- dihydroanthracene, respec