82-49-5

Basic information

• Product Name: 1-Anthraquinonesulfonic acid
• Synonyms: 1 SULFOANTHRAQUINONE;1-ANTHRAQUINONE SULFONATE;1-ANTHRAQUINONESULFONIC ACID;ALPHA-SULFOANTHRAQUINONE;9,10-anthraquinone-1-sulfonic acid;a-Anthraquinonesulfonic acid;9,10-dihydro-9,10-dioxo-1-anthracenesulfonicaci;9,10-Dihydro-9,10-dioxo-1-anthracenesulfonicacid
• CAS NO: 82-49-5
• Molecular Formula: C₁₄H₈O₅S
• Molecular Weight: 288.28
• EINECS: 201-427-7
• Product Categories: Intermediates of Dyes and Pigments
• Mol File: 82-49-5.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Density: 1.585 g/cm³
• Refractive Index: 1.686
• PKA: pK1: 0.27 (25°C)
• CAS DataBase Reference: 1-Anthraquinonesulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Anthraquinonesulfonic acid(82-49-5)
• EPA Substance Registry System: 1-Anthraquinonesulfonic acid(82-49-5)

Safety Data

• Hazardous Substances Data: 82-49-5(Hazardous Substances Data)

Usage

General Description

1-Anthraquinonesulfonic acid, also known as anthraquinone-1-sulfonic acid, is an organic compound with the chemical formula C14H8O5S. It is a derivative of anthraquinone and contains a sulfonic acid functional group, which makes it highly water-soluble. This chemical is commonly used as a dye intermediate and as a catalyst in various chemical reactions. Its solubility and reactivity make it a valuable compound for use in the production of dyes, pigments, and pharmaceuticals. Additionally, it is used as a colorant in various industries, including textiles, paper, and plastics. Due to its versatility and wide range of applications, 1-Anthraquinonesulfonic acid is a valuable chemical in the manufacturing and production of a variety of products.

InChI:InChI=1/C14H8O5S/c15-13-8-4-1-2-5-9(8)14(16)12-10(13)6-3-7-11(12)20(17,18)19/h1-7H,(H,17,18,19)

Upstream product

• 75507-58-3 anthraquinone-1-sulfenic acid 
• 84-65-1 9,10-phenanthrenequinone 
• 1234379-68-0 C₁₄H₁₂N₂O₃S 
• 82-34-8 1-nitroanthraquinone 
• 7757-83-7 sodium sulfite 
• 117-14-6 1,5-anthraquinone disulfonate 
• 39674-31-2 methyl 1-anthraquinonesulfenate 
• 52868-87-8 9,10-dioxo-9,10-dihydro-anthracene-1-sulfinic acid 
• 64-19-7 acetic acid 
• 7446-70-0 aluminium trichloride 
• 71-43-2 benzene 
• 4025-69-8 anthraquinone-1-sulfonyl chloride 
• 22648-58-4 1-isopropylsulfanyl-anthraquinone 
• 7697-37-2 nitric acid 

Downstream Products

• 82-34-8 1-nitroanthraquinone 
• 129-43-1 1-hydroxyanthraquinone 
• 82-44-0 1-chloroanthracene-9,10-dione 
• 82-38-2 1-(methylamino)anthraquinone 
• 4025-69-8 anthraquinone-1-sulfonyl chloride 
• 82-50-8 5-nitroanthraquinone-1-sulfonic acid 
• 129-37-3 8-nitro-9,10-dioxo-9,10-dihydro-anthracene-1-sulfonic acid 
• 14395-08-5 9,10-dioxo-9,10-dihydro-anthracene-1,7-disulfonic acid 
• 84-65-1 9,10-phenanthrenequinone 
• 108-90-7 chlorobenzene 
• 632-83-7 1-Bromoanthraquinone 
• 3569-01-5 13H-Naphtho[2,3-c]acridine-5,8,14-trione 
• 19795-96-1 1-anilido-o-carboxy-9,10-anthracene-dione 
• 54458-84-3 1-methoxyanthracene 

Relevant articles and documents

Carbon-carbon cleavage of aryl diamines and quinone formation using sodium periodate: a novel application

A first novel synthetic utility of sodium periodate for aryl diamine carbon-carbon cleavage is described. Aryl 1,2-diamine compounds were successfully converted into corresponding nitriles, while the developed method is also useful for the preparation of quinones from corresponding aryl 1,4-diamine compounds. The advantages of this protocol are shorter reaction time and mild reaction conditions to obtain moderate to good yields.

Equilibrium and Kinetic Studies of Some Reactions of 1-Anthraquinonesulfenic Acid and Its Methyl Ester

1-Anthraquinonesulfenic acid (2) is a stable arenesulfenic acid.Its pKa, and the products and kinetics of its reactions, and those of its methyl ester (3), with both a thiol (n-BuSH) and m-chloroperoxybenzoic acid (MCPBA), have been determined.The results are compared with those for the corresponding reactions of two stable areneselenic acids (1a and 1b).The pKa of 2 (7.51) shows it to be ca. 3 pK units stronger acid than o-O2NC6H4SeOH (1a).Reaction of 2 and 3 with n-BuSH occurs at comparable rates and gives n-butyl 1-antraquinonyl disulfide (5) via a reactionthat is acid catalyzed.The rate of reaction of 2 with the thiol is ca. 104 slower than the rate of reaction of the structurally analogous areneselenenic acid, o-PhC(O)C6H4SeOH (1b).The probable reason for this large difference in rates is outlined.The difference in the rates of oxidation of 2 and 1b by MCPBA is much smaller, the selenenic acid being oxidized only 6 times faster than 2.Just as was found with selenenic acid 1a and its methyl ester, the rate of oxidation of sulfenic acid 2 by MCPBA is much faster than the rate of oxidation of its methyl ester.

Process for concentrating halogenoanthraquinones

A process for concentrating at least one of (a) individual halogenoanthraquinones (b) binary mixtures of di-halogenoanthraquinones and (c) binary mixtures of trihalogenoanthraquinones, from a mixture containing at least two halogenoanthraquinones, comprising subjecting said mixture containing at least two halogenoanthraquinones to fractional vacuum distillation in a heated rectification column having an efficiency corresponding to about 20 to 50 theoretical stages with an absolute pressure at the top of about 0.5 to 50 mm Hg and a reflux to take-off ratio of about 5/1 to 50/1. Advantageously, distillation is carried out continuously in a cascade of columns, the products withdrawn from the top of the first column being 2-chloroanthraquinone in the first stage, 1-chloroanthraquinone in the second stage, 1,6- and 1,7-dichloroanthraquinone in the third stage and 1,5- and 1,8-dichloroanthraquinone in the fourth stage, 1,4,5- and 1,4,6-trichloroanthraquinone being obtained in the sump of the 4th stage and being separated therefrom by film evaporation. The mixture of halogenoanthraquinones is advantageously a mixture of chloroanthraquinones such as is obtained by the action of chlorine, chloric acid or a chlorate on various industrial mixtures of nitro- or sulfo-anthraquinones.