Description

4-Aminoazobenzene-3,4′-disulfonic acid (CAS No. 101-50-8) is a high-purity azo dye intermediate with the molecular formula C₁₂H₁₁N₃O₆S₂. This compound, also known by its IUPAC name 2-amino-5-[(4-sulfophenyl)diazenyl]benzenesulfonic acid, features dual sulfonic acid groups, enhancing its solubility in aqueous solutions and reactivity in synthetic applications. It is widely utilized in the production of dyes, pigments, and advanced materials due to its vibrant color properties and structural versatility. Suitable for research and industrial applications, this product is rigorously tested for purity and consistency, ensuring optimal performance in chemical synthesis and material science. Store in a cool, dry place away from light to maintain stability.

Properties

• CAS Number: 101-50-8
• Complexity: 629
• IUPAC Name: 2-amino-5-(4-sulfophenyl)azo-benzenesulfonic acid
• InChI: InChI=1S/C12H11N3O6S2/c13-11-6-3-9(7-12(11)23(19,20)21)15-14-8-1-4-10(5-2-8)22(16,17)18/h1-7H,13H2,(H,16,17,18)(H,19,20,21)
• InChI Key: DCYBHNIOTZBCFS-UHFFFAOYSA-N
• Exact Mass: 357.00892743
• Molecular Formula: C12H11N3O6S2
• Molecular Weight: 357.4
• SMILES: C1=CC(=CC=C1N=NC2=CC(=C(C=C2)N)S(=O)(=O)O)S(=O)(=O)O
• Topological: 176
• Monoisotopic Mass: 357.00892743
• Synonyms: 4-Aminoazobenzene-3,4′-disulfonic acid, 4-Aminoazobenzene-3,4′-disulphonic acid, CHEBI:86124, DTXSID6059231, Benzenesulfonic acid, 2-amino-5-(2-(4-sulfophenyl)diazenyl)-, 2-amino-5-[(E)-(4-sulfophenyl)diazenyl]benzenesulfonic acid, 2-amino-5-((E)-(4-sulfophenyl)diazenyl)benzenesulfonic acid, Benzenesulfonic acid, 2-amino-5-[2-(4-sulfophenyl)diazenyl]-, DTXCID4032580, 202-947-7, 101-50-8, 4-Amino-3,4′-disulfoazobenzene, NSC 57606, 2ZQE5CCH2H, 4-(4-Amino-3-sulfophenylazo)benzenesulfonic acid, 4-Aminoazobenzene-3,4′-disulfonicacid, 2-amino-5-[(4-sulfophenyl)diazenyl]benzenesulfonic acid, Benzenesulfonic acid, 2-amino-5-((4-sulfophenyl)azo)-, Kyselina 4-aminoazobenzen-3,4′-disulfonova, NSC-57606, Benzenesulfonic acid, 2-amino-5-[(4-sulfophenyl)azo]-, Benzenesulfonic acid, 4-((4-amino-3-sulfophenyl)azo)-, EINECS 202-947-7, Benzenesulfonic acid, 4-[(4-amino-3-sulfophenyl)azo]-, BRN 0711063, Azobenzene-3,4′-disulfonic acid, 4-amino-, Benzenesulfonic acid, 6-amino-3,4′-azodi-, Kyselina 4-aminoazobenzen-3,4′-disulfonova [Czech], UNII-2ZQE5CCH2H, Azobenzene-3, 4-amino-, NCIOpen2_007520, 4-16-00-00595 (Beilstein Handbook Reference), SCHEMBL110923, SCHEMBL110924, 4-[(4-Amino-3-sulfophenyl)azo]benzenesulfonic acid, Benzenesulfonic acid, 4-(4-amino-3-sulfophenylazo)-, Benzenesulfonic acid,4′-azodi-, CHEMBL2172377, WLN: WSQR BZ ENUNR DSWQ, NSC57606, AKOS015900159, 4-Aminoazobenzene-3,4/’-disulfonic acid, 4-aminoazobenzene-3,4′-disulfonic acid, 4-aminoazobenzene-3,4′ -disul-phonic acid, (E)-4-aminoazobenzene-3,4′-disulfonic acid, NS00013471, 4-amino-1,1′-azobenzene-3,4′-disulfonic acid, 2-amino-5-(4-sulfophenyl)azobenzenesulfonic acid, Q26840783, Q27158916, 2-Amino-5-[2-(4-sulfophenyl)diazenyl]benzenesulfonic acid

Application

4-Aminoazobenzene-3,4′-disulfonic acid is primarily used as a key intermediate in the synthesis of azo dyes, which are widely employed in textile, ink, and pigment industries. Its dual sulfonic acid groups make it particularly valuable for creating water-soluble dyes with high color fastness. Researchers also utilize this compound in the development of pH-sensitive probes and optical materials due to its distinct chromophoric properties. Additionally, it serves as a building block in organic synthesis for designing functionalized aromatic systems.

Safety and Hazards

GHS Hazard Statements

• H315 (72.7%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (98.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (72.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (72.7%)
• Eye Irrit. 2 (98.2%)
• STOT SE 3 (72.7%)

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