82-44-0

Basic information

• Product Name: 1-Chloro anthraquinone
• Synonyms: 1-CHLOROANTHRACENE-9,10-DIONE;1-CHLOROANTHRAQUINONE;1-CHLORO AQ;1-chloro-9,10-anthracenedione;TIMTEC-BB SBB000825;.alpha.-Chloroanthraquinone;10-Anthracenedione,1-chloro-9;1-Chloranthrachinon
• CAS NO: 82-44-0
• Molecular Formula: C₁₄H₇ClO₂
• Molecular Weight: 242.66
• EINECS: 201-421-4
• Product Categories: Intermediates of Dyes and Pigments;Anthraquinones;Chloroanthraquine, etc.;C13 to C14;Carbonyl Compounds;Ketones;API Intermediate
• Mol File: 82-44-0.mol
• Article Data: 10

Chemical Properties

• Melting Point: 159-160 °C(lit.)
• Boiling Point: 345.65°C (rough estimate)
• Flash Point: 179.7 °C
• Appearance: Light yellow to yellow/Powder or Chunks
• Density: 1.2377 (rough estimate)
• Vapor Pressure: 1.87E-07mmHg at 25°C
• Refractive Index: 1.5380 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: Soluble in hot toluene. (almost transparency)
• BRN: 1912752
• CAS DataBase Reference: 1-Chloro anthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Chloro anthraquinone(82-44-0)
• EPA Substance Registry System: 1-Chloro anthraquinone(82-44-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25
• WGK Germany: 3
• RTECS: CB6150000
• TSCA: Yes
• Hazardous Substances Data: 82-44-0(Hazardous Substances Data)

Usage

Chemical Properties

light yellow to yellow powder or chunks

Uses

Different sources of media describe the Uses of 82-44-0 differently. You can refer to the following data:
1. 1-Chloroanthraquinone is an intermediate for manufacturing vat dyes such as CI Vat Brown 1.
2. 1-Chloroanthraquinone is used to characterize anthraquinone intercalators as carrier molecules for second-generation platinum anticancer drugs.

Safety Profile

Poison by intravenous route. An eye irritant. When heated to decomposition it emits very toxic fumes of Cland NOx.

InChI:InChI=1/C14H7ClO2/c15-11-7-3-6-10-12(11)14(17)9-5-2-1-4-8(9)13(10)16/h1-7H

Upstream product

• 129-43-1 1-hydroxyanthraquinone 
• 4888-02-2 4-chloroanthrone 
• 82-45-1 1-amino-9,10-anthracenedione 
• 15534-53-9 1-chloroanthrahydroquinone 
• 10034-85-2 hydrogen iodide 
• 64-19-7 acetic acid 
• 7647-01-0 hydrogenchloride 
• 82-49-5 1-anthraquinonesulfonic acid 
• 4887-98-3 1-chloro-9-anthrone 
• 100-63-0 phenylhydrazine 
• 6832-92-4 3-chloro-N-phenylbenzamide 
• 117-21-5 3-chlorophthalic anhydride 
• 6268-10-6 4-chloro-9,10-dioxo-9,10-dihydro-1-anthracenecarboxylic acid 
• 3829-86-5 1,10-phenanthroline hydrochloride 

Downstream Products

• 4946-83-2 1-piperidinoanthraquinone 
• 82-45-1 1-amino-9,10-anthracenedione 
• 6545-54-6 2-bromo-1,1'-imino-di-anthraquinone 
• 866995-69-9 1-(2,3-dimethoxy-phenoxy)-anthraquinone 
• 117-03-3 1,5-bis-(9,10-dioxo-9,10-dihydro-[1]anthrylamino)-anthraquinone 
• 116-76-7 1,4-bis-(1-anthraquinonylamino)anthraquinone 
• 396732-60-8 2-(9,10-dioxo-9,10-dihydro-[1]anthrylmercapto)-benzoic acid 
• 75083-42-0 4-benzoylamino-1,1'-imino-di-anthraquinone 
• 81-94-7 1-[(7-oxo-7H-benz[de]anthracene-3-yl)amino]anthraquinone 
• 4478-06-2 2,6-bis-(9,10-dioxo-9,10-dihydro-[1]anthrylamino)-anthraquinone 
• 55868-88-7 1-[methyl-(toluene-4-sulfonyl)-amino]-anthraquinone 
• 13354-35-3 1-phenylsulfanyl-anthraquinone 
• 122357-52-2 1-(3-methoxy-phenoxy)-anthraquinone 
• 75507-60-7 1-(toluene-4-sulfonyl)-anthraquinone 

Relevant articles and documents

Efficient indium-mediated dehalogenation of aromatics in ionic liquid media

An efficient indium-mediated dehalogenation reaction of haloaromatics and haloheteroaromatics in ionic liquids has been studied. This method is simple and effective in the presence of [bmim]Br. Furthermore, this methodology is environmentally friendly compared with conventional ones.

A novel application of (Diacetoxyiodo)benzene for carbon-carbon cleavage of aryl diamines and synthesis of quinones

A novel synthetic utility of hypervalent iodine reagent, (diacetoxyiodo)benzene for diamino aryl carbon-carbon cleavage is described. 1,2-Diamino aryl compounds were successfully converted into the corresponding nitriles, while the developed method was also useful for the preparation of quinones from corresponding 1,4-diamino aryl compounds. The advantages of this protocol are shorter reaction times and mild reaction conditions to obtain moderate to good yields.

1-Anthraquinonediazonium Tetrachlorocuprate(II) and Its Dediazotization

1-Anthraquinonediazonium tetrachlorocuprate(II) was synthesized and underwent dediazotization in polar solvents at ambient temperature to give 1-chloroanthraquinone; furthermore, products of addition of 1-anthraquinonyl and a chlorine atom or hydroxy group to the double bond were obtained in the presence of esters of acrylic acid.