483-20-5

Basic information

• Product Name: 2-(1,3-dihydro-3-oxo-5-sulpho-2H-indol-2-ylidene)-3-oxoindoline-5-sulphonic acid
• Synonyms: 2-(1,3-dihydro-3-oxo-5-sulpho-2H-indol-2-ylidene)-3-oxoindoline-5-sulphonic acid;2-(1,3-Dihydro-3-oxo-5-sulfo-2H-indol-2-ylidene)-2,3-dihydro-3-oxo-1H-indole-5-sulfonic acid;Indigotindisulfonic acid;indigo carmine (acid form)
• CAS NO: 483-20-5
• Molecular Formula: C₁₆H₁₀N₂O₈S₂
• Molecular Weight: 422.3892
• EINECS: 207-593-7
• Mol File: 483-20-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.831g/cm³
• Refractive Index: 1.746
• CAS DataBase Reference: 2-(1,3-dihydro-3-oxo-5-sulpho-2H-indol-2-ylidene)-3-oxoindoline-5-sulphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1,3-dihydro-3-oxo-5-sulpho-2H-indol-2-ylidene)-3-oxoindoline-5-sulphonic acid(483-20-5)
• EPA Substance Registry System: 2-(1,3-dihydro-3-oxo-5-sulpho-2H-indol-2-ylidene)-3-oxoindoline-5-sulphonic acid(483-20-5)

Safety Data

• Hazardous Substances Data: 483-20-5(Hazardous Substances Data)

Usage

Uses

Diagnostic aid (cystoscopy).

Definition

ChEBI: A member of the class of indolones obtained by formal 2,2'-oxidative coupling of two molecules of 3-oxo-2,3-dihydroindole-5-sulfonic acids.

InChI:InChI=1/C16H10N2O8S2/c19-15-9-5-7(27(21,22)23)1-3-11(9)17-13(15)14-16(20)10-6-8(28(24,25)26)2-4-12(10)18-14/h1-6,17-18H,(H,21,22,23)(H,24,25,26)/b14-13+

Upstream product

• 103-01-5 N-Phenylglycine 
• 120-72-9 indole 
• 64784-13-0 indigo 
• 118-92-3 anthranilic acid 
• 482-89-3 1H,1H'-2,2'-Biindolylidene-3,3'-dione 
• 70258-72-9 2-ethoxycarbonyl-1,2-dihydroindol-3-one 
• 39126-20-0 N-(bis-ethoxycarbonyl-methyl)-anthranilic acid 

Downstream Products

• 7313-70-4 isatin-5-monosulphonic acid 
• 860-22-0 indigo carmine 
• 3577-63-7 2-amino-5-sulfo-benzoic acid 
• 3225-29-4 p-benzosemiquinone radical anion 
• 98-43-1 4-sulfoanthranilic acid 

Relevant articles and documents

Analysis of the conversion of indigo into indigo carmine dye using SERRS

In a novel application SERRS has been used, by employing a silver sol, to monitor and analyse the conversion of indigo into the indigo carmine dye.

Development of a practical one-pot synthesis of indigo from indole

A novel and highly practical one-pot synthesis of indigo from indole via 3-position selective oxidation and dimerization of the indole framework was developed. Using 0.1 mol% of molybdenum complex and 2.2 equivalents of cumene hydroperoxide in tert-butyl alcohol, the reaction was complete in 7 h and pure indigo was obtained in 81% yield as a deep-blue solid just by filtration. The described one-step method renders the pure indigo readily available on a large scale using only inexpensive raw materials.