82-42-8

Basic information

• Product Name: 1-chloro-4-hydroxyanthraquinone
• Synonyms: 1-chloro-4-hydroxyanthraquinone;1-chloro-4-hydroxyanthracene-9,10-dione;1-Chloro-4-hydroxy-9,10-anthracenedione;1-Hydroxy-4-chloro-9,10-anthraquinone;1-Hydroxy-4-chloroanthracene-9,10-dione;1-chloro-4-hydroxy-9,10-anthraquinone
• CAS NO: 82-42-8
• Molecular Formula: C₁₄H₇ClO₃
• Molecular Weight: 258.65658
• EINECS: 201-419-3
• Mol File: 82-42-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 468.3 °C at 760 mmHg
• Flash Point: 237 °C
• Appearance: /
• Density: 1.526 g/cm³
• Vapor Pressure: 2.17E-09mmHg at 25°C
• Refractive Index: 1.699
• CAS DataBase Reference: 1-chloro-4-hydroxyanthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-4-hydroxyanthraquinone(82-42-8)
• EPA Substance Registry System: 1-chloro-4-hydroxyanthraquinone(82-42-8)

Safety Data

• Hazardous Substances Data: 82-42-8(Hazardous Substances Data)

Usage

General Description

1-chloro-4-hydroxyanthraquinone is a chemical compound that belongs to the family of anthraquinone derivatives. It is a chloro-substituted derivative of 1,4-dihydroxyanthraquinone and is commonly used in the production of dyes and pigments. 1-chloro-4-hydroxyanthraquinone is known for its intense color and is used to produce a range of vibrant shades in the textile industry. Additionally, it has applications in the manufacture of photographic chemicals, pharmaceuticals, and as an intermediate in organic synthesis. It is important to handle 1-chloro-4-hydroxyanthraquinone with caution as it is classified as an irritant and may cause skin and eye irritation upon contact.

InChI:InChI=1/C14H7ClO3/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6,16H

Upstream product

• 85-44-9 phthalic anhydride 
• 106-48-9 4-chloro-phenol 
• 129-43-1 1-hydroxyanthraquinone 
• 7446-70-0 aluminium trichloride 
• 602-25-5 1,4-dichloroanthraquinone 
• 82-44-0 1-chloroanthracene-9,10-dione 
• 7664-93-9 sulfuric acid 
• 25022-95-1 1-chloro-4-methoxy-anthraquinone 
• 13460-50-9 metaboric acid 
• 1798-86-3 4-hydroxy-9,10-dioxo-9,10-dihydro-anthracene-1-sulfonic acid 
• 54961-06-7 2-(5'-chloro-2'-hydroxybenzoyl)benzoic acid 
• 873387-07-6 4-chloro-anthracene-1,9-diol 
• 653-30-5 (pentafluorophenyl)acetonitrile 
• 6337-82-2 1-Nitro-4-chloroanthraquinone 

Downstream Products

• 82645-98-5 N-(4-hydroxy-9,10-dioxo-9,10-dihydro-[1]anthryl)-anthranilic acid 
• 602-25-5 1,4-dichloroanthraquinone 
• 1365268-08-1 1-benzoyloxy-4-chloro-9,10-anthraquinone 
• 1365267-72-6 1-(p-methylbenzenesulfonyloxy)-4-chloro-9,10-anthraquinone 
• 1365268-05-8 1-benzenesulfonyloxy-4-chloro-9,10-anthraquinone 
• 107101-54-2 4.4'-Dichlor-9.10.9'.10'-tetraphenyl-dianthryl-(2.2')-chinon-(1.1') 
• 81-53-8 2-chloro-1,4-dihydroxy-9,10-anthraquinone 
• 125408-26-6 2-chloro-1-hydroxy-4-(toluene-4-sulfonylamino)-anthraquinone 
• 116-85-8 4-hydroxy-1-aminoanthraquinone 
• 109932-80-1 N-(3-bromo-4-hydroxy-9,10-dioxo-9,10-dihydro-[1]anthryl)-toluene-4-sulfonamide 
• 3251-92-1 1-amino-3-bromo-4-hydroxyanthraquinone 
• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 129-43-1 1-hydroxyanthraquinone 
• 1709-63-3 anthracene-1,4,9,10-tetraone 

Relevant articles and documents

Anti HIV-1 agents 7. Discovery of 1-hydroxy-4-chloro-9,10-anthraquinone derivatives as New HIV-1 Inhibitors in Vitro

In continuation of our program aimed at the discovery and development of anti-HIV-1 agents, six 1-hydroxy-4- chloro-9, 10-anthraquinone derivatives (3-8) were prepared and preliminarily evaluated as HIV-1 inhibitors in vitro for the first time. Compounds 4 and 6 exhibited the potent anti-HIV-1 activities with EC50 values of 9.81 and 17.90 μg/mL, and TI values of >13.58 and >11.17, respectively. It demonstrated that introduction of the alkylacyloxy or alkylsulfonyloxy group at the 1-position of 1-hydroxy-4-chloro-9,10- anthraquinone could afford the more promising and potent compound than that having arylacyloxy or arylsulfonyloxy one.

Reactions of 1-Halo-4-nitroanthraquinones with C-nucleophiles

1-Fluoro-4-nitroanthraquinone reacts with C-nucleophiles, yielding the corresponding fluorine replacement products. Reactions of 1-chloro-4-nitroanthraquinone with the same nucleophiles result in formation of mixtures of dechlorination and denitration pro

PHOTO-NUCLEOPHILIC SUBSTITUTION REACTION OF HALOGENOANTHRAQUINONE IN CONCENTRATED SULFURIC ACID. PHOTO-HYDROXYDEHALOGENATION

The photo-reaction of halogen-substituted anthraquinones in sulfuric acid was studied with near UV or visible light. α-Chloro-substituted anthraquinones were photo-hydroxylated mainly to form α-hydroxyanthraquinones in fairly good yields.However, β-halogenoanthraquinones gave no dehalogenated products under the same conditions.