91790-39-5

Basic information

• Product Name: 1,7-dimethyl-1H-indole-2,3-dione(SALTDATA: FREE)
• Synonyms: 1,7-dimethyl-1H-indole-2,3-dione(SALTDATA: FREE);1,7-dimethylindole-2,3-dione;1,7-dimethylindoline-2,3-dione;1,7-dimethylisatin
• CAS NO: 91790-39-5
• Molecular Formula: C₁₀H₉NO₂
• Molecular Weight: 175.18396
• Mol File: 91790-39-5.mol
• Article Data: 27

Chemical Properties

• Melting Point: 162.3-164.8 °C
• Boiling Point: 305.3°C at 760 mmHg
• Flash Point: 139.2°C
• Appearance: /
• Density: 1.261g/cm³
• Vapor Pressure: 0.000827mmHg at 25°C
• Refractive Index: 1.594
• PKA: -1.72±0.20(Predicted)
• CAS DataBase Reference: 1,7-dimethyl-1H-indole-2,3-dione(SALTDATA: FREE)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,7-dimethyl-1H-indole-2,3-dione(SALTDATA: FREE)(91790-39-5)
• EPA Substance Registry System: 1,7-dimethyl-1H-indole-2,3-dione(SALTDATA: FREE)(91790-39-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 91790-39-5(Hazardous Substances Data)

Usage

General Description

1,7-dimethyl-1H-indole-2,3-dione is a chemical compound with the molecular formula C11H9NO2. It is also known as isatin, and its structure consists of a indole ring with two methyl groups and a keto group at the 2,3 positions. Isatin is a versatile compound and has been used in various fields such as medicinal chemistry, organic synthesis, and as a precursor for the synthesis of other compounds. It has been reported to exhibit potential biological activities including anti-inflammatory, antimicrobial, antiviral, and anticancer properties. Isatin is readily available and can be obtained from natural sources or synthesized through chemical reactions, making it a valuable compound for research and industrial applications.

InChI:InChI=1/C10H9NO2/c1-6-4-3-5-7-8(6)11(2)10(13)9(7)12/h3-5H,1-2H3

Upstream product

• 1127-59-9 7-methyl-1H-indole-2,3-dione 
• 74-88-4 methyl iodide 
• 1233940-50-5 C₁₀H₁₁NO₂ 
• 1013905-81-1 N-methyl-N-(2-methylphenyl)-3-phenylpropynamide 
• 95-53-4 o-toluidine 
• 1132-03-2 2-(hydroxyimino)-N-(2-methylphenyl)acetamide 
• 5621-16-9 1,7-dimethyl-1H-indole 
• 10541-29-4 2-methyl-N-methylaniline hydrochloride 

Downstream Products

• 67358-21-8 1,7-dimethylindolin-2-one 
• 1604677-01-1 C₁₉H₁₅NO₃ 
• 106000-23-1 1,7-Dimethyl-1H-indole-2,3-dione 3-oxime 
• 5621-16-9 1,7-dimethyl-1H-indole 

Relevant articles and documents

Construction of 2-alkynyl aza-spiro[4,5]indole scaffolds: Via sequential C-H activations for modular click chemistry libraries

Herein, we have developed a strategy of sequential C-H activations of indole to construct novel 2-alkynyl aza-spiro[4,5]indole scaffolds, which incorporated both alkyne and spiro-units into indole. Gram-scale synthesis and a one-pot, three-step synthesis demonstrated the utility of this protocol. Hybrid conjugates with an oseltamivir derivative further offered a powerful tool for the construction of a versatile spiroindole-containing library via click chemistry. This journal is

Transformations of N-arylpropiolamides to indoline-2,3-diones and acids via C≡C triple bond oxidative cleavage and C(sp2)–H functionalization

A new palladium-catalyzed oxidative conversion of N-arylpropiolamides and H2O to various indoline-2,3-diones and acids through the C≡C triple bond cleavage and C(sp2)–H functionalization is described, which is promoted by a cooperative action of catalytic CuBr2, 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) and O2. The method provides a practical tool for transformations of alkynes by means of a C–H functionalization strategy, which enables the formation of one C–C bond and multiple C–O bonds in a single reaction with high substrates compatibility and excellent functional group tolerance.

Oxidative Radical Cyclization of N-methyl-N-arylpropiolamide to Isatins via Cleavage of the Carbon-carbon Triple Bond

A radical cyclization of N-methyl-N-arylpropiolamide to isatins via an oxidative cleavage of a carbon-carbon triple bond has been developed. In the presence of oxone and NaNO2, a variety of N-methyl-N-arylpropiolamides were smoothly transformed into isatins. A nitration reaction proceeded along with the oxidative cyclization; both nitrated and non-nitrated isatins were obtained in a one-pot reaction with moderate to good total yields. This is the first example for the synthesis of isatins via the oxidative radical cleavage of a carbon-carbon triple bond. (Figure presented.).