Basic information Isatin Chemical Properties Uses production method Safety Related Supplier
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Basic information Isatin Chemical Properties Uses production method Safety Related Supplier
Isatin Basic information
  • Product Name:Isatin
  • CAS:91-56-5
  • MF:C8H5NO2
  • MW:147.13
  • EINECS:202-077-8
  • Mol File:91-56-5.mol
Isatin Chemical Properties
  • Melting point:193-195 °C (dec.)(lit.)
  • Boiling point:267.22°C (rough estimate)
  • Density 1.3067 (rough estimate)
  • refractive index 1.4700 (estimate)
  • Flash point:220 °C
  • storage temp. Store at RT.
  • solubility  soluble
  • form Powder
  • pka10.34±0.20(Predicted)
  • color Orange
  • PH7 (1.9g/l, H2O, 20℃)
  • Water Solubility Soluble in water (1.9 g/L at 20°C).
  • Decomposition 194 ºC
  • Merck 14,5104
  • BRN 383659
  • Stability:Stable. Incompatible with strong acids.
  • CAS DataBase Reference91-56-5(CAS DataBase Reference)
  • NIST Chemistry ReferenceIsatin(91-56-5)
  • EPA Substance Registry System1H-Indole-2,3-dione (91-56-5)
Safety Information
  • Hazard Codes Xi,Xn
  • Risk Statements 36/37/38-20/21/22
  • Safety Statements 26-36-24/25
  • RIDADR 2811
  • WGK Germany 1
  • RTECS NL7873000
  • Autoignition Temperature220 °C
  • TSCA Yes
  • HazardClass 6.1(b)
  • PackingGroup III
  • HS Code 29337900
Isatin Usage And Synthesis
  • IsatinIsatin, is also known as indenedione, indole quinone. Its chemical name is indol(o)-2,3-dione,it is orange-red monoclinic prism crystal at room temperature. Bitter. The molecular weight is147.13. Melting point 203.5 ℃ (Part sublimation). Dissolved in water, hot ethanol, benzene, acetone, ether-soluble. Soluble in boiling alcohol, soluble in ether and boiling water  and it is reddish brown , soluble in caustic and solution is purple, it changes to yellow after placement. Its alcohol solution   has a very unpleasant odor. Weakly alkaline, it can salify with a perchlorate.
    Above information of is edited by Andy from ChemicalBook (2016-11-19).
  • Chemical PropertiesOrange-red monoclinic prism crystals. Melting point 203.5 ℃ (Part sublimation). Soluble in hot ethanol, ethyl ether-soluble, soluble in hot water, benzene, acetone, dissolved in alkali metal hydroxide oxide. The solution is purple, it turns yellow after placement, alkaline activity is extremely weak. Bitter.
  • Uses(1) The product is used as medicine and dye intermediates ,and it is used for the production of drug  quinophan, dye disperse Yellow E-3G ; in chemical analysis,it is used as reagents for the determination of copper ions, mercaptans, thiophene,  indoxyl-beta-glucoside.
    (2) Isatin as a reference material for the preparation of indigo and Maya blue; for the preparation of phthalazinone derivatives, spirooxindole derivatives, the expression of P-glycoprotein for multi-drug resistant cells; The ketone is fused to form indole-2-one as a tubercular mycobacterial protein tyrosine phosphatase B, a potent selective inhibitor, as a powerful antimicrobial and antifungal triazole-isatine complex, And the Knoevenagel enrichment reaction; the isatin is activated by the direct sp2/sp3C-H bond, and undergoes a reaction with the cyclopentadienyl-Pd (II) catalyzes the CH addition reaction to form 3-substituted-3-hydroxy 2-oxindole.
  • production methodCondensation of chloral and aniline  can generate  oximide-acetanilide, and then by cyclization, hydrolysis , isatin is obtained.
  • Chemical Propertiesorange-red powder or crystals
  • Usesmanufacture of vat dyes. In analytical chemistry as a reagent for cuprous ions, mercaptans, thiophene, and indican.
  • DefinitionChEBI: An indoledione that is the 2,3-diketo derivative of indole.
  • Synthesis Reference(s)The Journal of Organic Chemistry, 55, p. 197, 1990 DOI: 10.1021/jo00288a033
  • Purification MethodsCrystallise isatin from amyl alcohol and sublime it at 180o/1mm. In aqueous NaOH the ring opens to yield sodium o-aminobenzoylformate. [Beilstein 21 II 327, 567, 21 III/IV 4981, 21/10 V 221.]
Isatin Preparation Products And Raw materials
Isatin(91-56-5)Related Product Information
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