137-51-9

Basic information

• Product Name: 4-Amino-1,3-benzenedisulfonic acid
• Synonyms: ANILINE-2,4-DISULFONIC ACID;ANILINE-2,4-DISULPHONIC ACID;4-aminobenzene-1,3-disulphonic acid;4-Amino-1,3-benzenedisulfonic acid;3-Benzenedisulfonicacid,4-amino-1;4-amino-3-benzenedisulfonicacid;4-Amino-m-benzenedisulfonicacid;4-Aminobenzene-1,3-Disulfonic Acid
• CAS NO: 137-51-9
• Molecular Formula: C₆H₇NO₆S₂
• Molecular Weight: 253.25
• EINECS: 205-299-3
• Product Categories: Intermediates of Dyes and Pigments
• Mol File: 137-51-9.mol

Chemical Properties

• Boiling Point: 497.45℃[at 101 325 Pa]
• Appearance: /
• Density: 1.844 g/cm³
• Vapor Pressure: 0Pa at 25℃
• Refractive Index: 1.666
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Aqueous Acid (Slightly), DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• PKA: -0.93±0.48(Predicted)
• Water Solubility: 4.3g/L at 21℃
• Stability: Hygroscopic
• CAS DataBase Reference: 4-Amino-1,3-benzenedisulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-1,3-benzenedisulfonic acid(137-51-9)
• EPA Substance Registry System: 4-Amino-1,3-benzenedisulfonic acid(137-51-9)

Safety Data

• Hazardous Substances Data: 137-51-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Amino-1,3-benzenedisulfonic acid is used as a reagent in the synthesis of arylazopyridoxal phosphate and phosphonate derivatives. These derivatives serve as P2 receptor antagonists, which are important in the development of drugs targeting various conditions, such as inflammation and pain.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C6H7NO6S2/c7-5-2-1-4(14(8,9)10)3-6(5)15(11,12)13/h1-3H,7H2,(H,8,9,10)(H,11,12,13)

Upstream product

• 88-21-1 2-amino-1-benzenesulfonic acid 
• 121-57-3 4-aminobenzene sulfonic acid 
• 7664-93-9 sulfuric acid 
• 103-84-4 Acetanilid 
• 142-08-5 2-Pyridone 
• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 23133-97-3 4-bromo-benzene-1,3-disulfonic acid 
• 7664-41-7 ammonia 

Downstream Products

• 88-89-1 2,4,6-Trinitrophenol 

Relevant articles and documents

High temperature process for preparing fiber reactive dyes

A process for preparing monoazo dyes by coupling a aromatic diazonium salt with an amino-4-hydroxy-naphthalene sulfonic acid derivative at a temperature of 40°-85° C. The process of the invention provides a isomerically purer dye.

Bisazo brown reactive dye

A brown reactive dye represented by a free acid of the formula, STR1 wherein R is a hydrogen atom or a C1 to C4 alkyl group, X is --SO2 CH2 CH2 Cl, --SO2 CH=CH2, --SO2 CH2 CH2 OSO3 H or --SO2 CH2 CH2 OPO3 H2, rings A, B and C are each a benzene or naphthalene ring which may have other substituent, m is 0 to 3 and n is 0 to 1. This dye is suitable for dyeing cellulose fibers brown to afford dyeings superior in fastnesses, acid stability, build-up property and level dyeing property.

Studies of Reactions of Amines with Sulfur Trioxide. VI. Thermal Reactions of Anilinium, Dimethylanilinium, and Trimethylanilinium Salts of Butylamidosulfuric Acid

When the title compounds were heated in an evacuated reaction vessel, both transsulfonation and rearrangement occurred.At lower temperatures (80-120 deg C) the corresponding phenylamidosulfates and sulfophenylamidosulfates (transsulfonation products) were the main products.Increasing temperature led to the formation of ring mono- and disulfonates (rearrangement products) at the expense of the transsulfonation products.The sulfonate group always migrated to the ortho and/or para position(s) to the amino group.In no case was any meta-product detected.There was no significant difference in the ease of transsulfonation among the anilinium salts studied exept 2,6-dimethyl- and 2,4,6-trimethylanilinium salts.On the other hand, the ease of rearrangement and the orientation of ring sulfonation depended strongly on the structure of the substrate anilines.The thermal reactions of 2,4,6-trimethylanilinium butylamidosulfate produced (2,4,6-trimethylphenylimido)bis(sulfate) in addition to (2,4,6-trimethylphenylamido)sulfate.This is the first isolation of an arylimidobis(sulfate) from such reactions.Mechanisms of the transsulfonation and rearrangement have been discussed.

Azo dyestuffs

Azo dyestuffs, which in the acid form, are represented by the formula: wherein A is an aromatic radical, M is a 1,4-benzene radical which may be substituted, E is the residue of a coupling component which is free from azo groups, At least one of A and M containing a phosphonic acid group, and the metal complexes of those having a metallisable group are reactive dyes suitable for use in the process of German OLS No. 2324809.

3-Sulfoalkyl-6-hydroxy-pyrid-(2)-one-containing azo dyestuffs

An azo dyestuff of the formula STR1 in which D is benzene or naphthalene, optionally substituted by sulfonic acid, carboxy, hydroxy, halogen, nitro, amino, lower alkylamino, lower alkyl, lower alkoxy, lower alkylsulfonyl, trifluoromethyl, cyano, cyclohexyloxycarbonyl, sulfonic acid-N-lower alkylamide, sulfonic acid N-lower alkoxy-loweralkylamide, lower acylamino, phenylazo, sulfophenylazo, sulfonaphthylazo, β-sulfatoethylsulfonyl, β-sulfatoethylsulfonamido, aminosulfonyloxy and a fibre-reactive radical bound via an amino group; or is thiazole, quinoline, benzthiazole, 6-methylbenzthiazole, 1,3,5-thiadiazole or benzisothiazole; R is hydrogen, lower alkyl, lower halogenalkyl, lower hydroxyalkyl, lower acylamino-lower alkyl, phenyl-lower alkyl, phenyl, halogenphenyl, lower alkoxyphenyl, lower acylaminophenyl, lower acylamino-lower alkyl and amino-lower alkyl, in which the amino group is optionally substituted by a fibre-reactive radical; R' is hydrogen, lower alkyl, phenyl-lower alkyl, phenyl, halogenphenyl and lower alkoxy-phenyl; and V is hydrogen, lower alkyl and phenyl, optionally substituted by halogen, nitro, cyano, amino, lower acylamino and a fibre-reactive radical bound via an amino group; and the heavy metal complex compound thereof, is suitable for dyeing and printing widely different types of materials, such as natural and synthetic polyamide and cellulose materials of fibrous structure. These dyestuffs show an excellent building-up capacity and valuable yellow pure and brilliant shades. The dyeings and prints exhibit a good stability to acids and alkalis, a good fastness to light and a good fastness to wet processing.