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Isatin

ALDRICH/114618 - 97%

Synonym: 2,3-Diketoindoline; 2,3-Dioxo-2,3-dihydroindole; 2,3-Dioxoindoline; o-Aminobenzoylformic anhydride; Isatic acid lactam; Isatinic acid anhydride; 2,3-Indolinedione; Isatine; NSC 9262

CAS Number: 91-56-5
Empirical Formula (Hill Notation): C8H5NO2
Molecular Weight: 147.13
EC Number: 202-077-8
MDL Number: MFCD00005718
Linear Formula: C8H5NO2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-114618-5G 5 g
 $36.40
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45-114618-100G 100 g
 $38.90
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45-114618-500G 500 g
 $123.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.

This image depicts SKU: 114618-100G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.

This image depicts SKU: 114618-500G

 

assay 97%
form powder
functional group ketone
InChI 1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11)
InChI key JXDYKVIHCLTXOP-UHFFFAOYSA-N
mp 193-195 °C (dec.) (lit.)
Quality Level 100 
SMILES string O=C1Nc2ccccc2C1=O
solubility boiling water: soluble
  diethyl ether: soluble
  soluble
Application: Isatin can be used as a reactant to prepare:
• Phthalazinone derivatives.
• Spirooxindole derivatives.
• Agents against multidrug-resistant cells expressing P-glycoprotein.
• Thiazolidinones spiro-fused to indolin-2-ones as potent and selective inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase B.
• Triazole-isatine compounds as potential antibacterial and antifungal agents.
• Biologically relevant scaffolds such as spiro[indole-thiazolidinones].

It can be a reactant for:
• Cascade reactions with heterocyclic ketene aminals.
• Knoevenagel condensation reactions.

Isatin can also be used as a chromatographic spray reagent for amino acids, and also as a reference material in the preparation of indigo and Maya Blue. It is responsible for the yellow color exhibited by the "Maya Yellow" pigment.
Application: Isatin undergoes Pd(II)-catalyzed C-H addition by direct sp2/sp3 C-H bond activation to form 3-substituted-3-hydroxy-2-oxindoles. Isatin derivatives (bis-Schiff base) are synthesized by the condensation of the natural or synthetic isatins with hydrazine.
Packaging: 5, 100, 500 g in poly bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 1
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity 97%
mp 193-195 °C (dec.) (lit.)
UNSPSC 12352100

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