103-12-8

Basic information

• Product Name: Sulfamidochrysoidine
• Synonyms: p-[(2,4-diaminophenyl)azo]benzenesulphonamide;sulfamidochrysoidine;Parazol;Prontosil flavum;Prontosil rubrum;Pronzin rubrum;Relbazon;Rubiazol I
• CAS NO: 103-12-8
• Molecular Formula: C₁₂H₁₃N₅O₂S
• Molecular Weight: 291.32892
• EINECS: 203-081-2
• Mol File: 103-12-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 249.5°C
• Boiling Point: 601.2°Cat760mmHg
• Flash Point: 317.4°C
• Appearance: /
• Density: 1.4999 (rough estimate)
• Vapor Pressure: 2.06E-14mmHg at 25°C
• Refractive Index: 1.5630 (estimate)
• PKA: 9.73±0.10(Predicted)
• CAS DataBase Reference: Sulfamidochrysoidine(CAS DataBase Reference)
• NIST Chemistry Reference: Sulfamidochrysoidine(103-12-8)
• EPA Substance Registry System: Sulfamidochrysoidine(103-12-8)

Safety Data

• Hazardous Substances Data: 103-12-8(Hazardous Substances Data)

Usage

General Description

Sulfamidochrysoidine, also known as Sulfamidochrysoidine hydrochloride or Sulfachrysoidine hydrochloride, is a synthetic organic dye that belongs to the class of sulfonamide dyes and was historically used in the textile industry to impart a bright red-orange color to fabrics.

Definition

ChEBI: A diphenyldiazene compound having two amino substituents at the 2- and 4-positions and an aminosulphonyl substituent at the 4'-position. It was the first antibacterial drug, (introduced 1935) and the first of the sulfonamide antibiotics.

InChI:InChI=1/C12H13N5O2S/c13-8-1-6-12(11(14)7-8)17-16-9-2-4-10(5-3-9)20(15,18)19/h1-7H,13-14H2,(H2,15,18,19)/b17-16+

Upstream product

• 108-45-2 m-phenylenediamine 
• 63-74-1 sulfanilamide 
• 14289-29-3 4-Sulfamoyl-benzenediazonium 

Relevant articles and documents

Synthesis of a novel class of chromophoric cross-linkers

Considering the special place of aromatic diazo compounds in photo-responsive materials and growing demand for materials with interesting optical properties, a new class of chromophoric cross-linkers was synthesized by acrylation of diazo derivatives of m-diaminobenzene. The cross-linkers are soluble in a wide variety of organic solvents as well as in mixtures of water and water miscible solvents. The chromophores of the cross-linkers are stable in protic and some certain aprotic solvents and remain stable after cross-linking. The chemical structure of this class allows one to have a cross-linker with tuned chemical reactivity and solubility with post-linking applicability. The cross-linkers are obtained from reactions with simple chemistry in high yields and are able to participate in radical and ionic polymerization as well as in nucleophilic addition reactions. Successful participation of these substances in acrylamide polymerization and sol-gel preparation is demonstrated.