56932-61-7

Basic information

• Product Name: 1-Hexylindoline-2,3-dione
• Synonyms: 1-Hexyl-1H-indole-2,3-dione;1-Hexylindoline-2,3-dione
• CAS NO: 56932-61-7
• Molecular Formula: C₁₄H₁₇NO₂
• Molecular Weight: 231.29028
• Mol File: 56932-61-7.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Hexylindoline-2,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Hexylindoline-2,3-dione(56932-61-7)
• EPA Substance Registry System: 1-Hexylindoline-2,3-dione(56932-61-7)

Safety Data

• Hazardous Substances Data: 56932-61-7(Hazardous Substances Data)

Usage

Physical state

Crystalline solid The compound forms a solid with a well-ordered, repeating lattice structure.

Color

Yellowish The compound exhibits a yellowish hue when in its solid form.

Use in dyes

Azo dyes production 1-Hexylindoline-2,3-dione is utilized in the manufacturing process of azo dyes, which are a class of organic dyes characterized by the presence of one or more azo groups (-N=N-).

Application in pharmaceuticals

Intermediate in synthesis The compound serves as an intermediate in the production of various pharmaceuticals, aiding in the formation of the desired drug molecules.

Application in agrochemicals

Intermediate in synthesis Similar to its use in pharmaceuticals, 1-Hexylindoline-2,3-dione is used as an intermediate in the synthesis of agrochemicals, such as pesticides and fertilizers.

Organic electronics potential

Electron-accepting properties The compound has been studied for its potential use in organic electronics due to its ability to accept electrons, which is a valuable property in the development of electronic devices.

Safety precautions

Harmful if ingested or in contact with skin 1-Hexylindoline-2,3-dione can pose health risks if swallowed or if it comes into contact with the skin, so it should be handled with care and proper safety measures.

Upstream product

• 91-56-5 indole-2,3-dione 
• 638-45-9 1-Iodohexane 
• 6326-79-0 6-bromoisatin 
• 42951-62-2 1-hexyl-1H-indole 
• 111-25-1 1-bromo-hexane 
• 3486-31-5 isatin sodium salt 

Downstream Products

• 1028181-33-0 3-[2-(2,4-dichlorophenyl)-2-oxoethyl]-1-hexyl-3-hydroxyindolin-2-one 
• 1048973-57-4 N'-[(3Z)-1-hexyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene]-4-methoxybenzohydrazide 
• 1048973-47-2 N'-[(3Z)-1-(1-hexyl)-2-oxo-1,2-dihydro-3H-indol-3-ylidene]benzohydrazide 
• 1048973-51-8 N'-[(3Z)-1-hexyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene]cyclohexanecarbohydrazide 
• 1048973-46-1 1-hexyl-1H-indole-2,3-dione 3-(N-phenylsemicarbazone) 
• 1048973-53-0 4-chloro-N'-[(3Z)-1-hexyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene]benzohydrazide 
• 1048973-49-4 (3Z)-1-(1-hexyl)-1H-indole-2,3-dione 3-(N-phenylthiosemicarbazone) 
• 1048973-48-3 N'-[1-(1-hexyl)-2-oxo-1,2-dihydro-3H-indol-3-ylidene]-2-phenylacetohydrazide 
• 1172590-90-7 1-hexyl-3-hydroxy-3-(phenylethynyl)indolin-2-one 
• 1346508-87-9 1-hexyl-3-hydroxy-3-phenylindolin-2-one 
• 1104302-31-9 phenylsulfonyl-(1-n-hexyl-2-oxo-1,2-dihydroindol-3-ylidene)hydrazide 
• 1104302-19-3 phenylthiocarbamoyl-(1-n-hexyl-2-oxo-1,2-dihydroindol-3-ylidene)hydrazide 

Relevant articles and documents

Improved charge transport in fused-ring bridged hemi-isoindigo-based small molecules by incorporating a thiophene unit for solution-processed organic field-effect transistors

Two acceptor-donor-acceptor small molecules based on a fused ring indacenodithieno[3,2-b]thiophene (IDTT) as a donor, and hemi-isoindigo units, methyleneoxindole (IDTT-MI) and thienylmethyleneoxindole (IDTT-T-MI) as acceptors were synthesized and characte

Visible-Light-Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides

Dearomatisation of indole derivatives to the corresponding isatin derivatives has been achieved with the aid of visible light and oxygen. It should be noted that isatin derivatives are highly important for the synthesis of pharmaceuticals and bioactive compounds. Notably, this chemistry works excellently with N-protected and protection-free indoles. Additionally, this methodology can also be applied to dearomatise pyrrole derivatives to generate cyclic imides in a single step. Later this methodology was applied for the synthesis of four pharmaceuticals and a pesticide called dianthalexin B. Detailed mechanistic studies revealed the actual role of oxygen and photocatalyst.

TBHP Mediated Substrate Controlled Oxidative Dearomatization of Indoles to C2/C3-Quaternary Indolinones

Oxidative dearomatization of indoles with 70 % aqueous tert-butylhydroperoxide (TBHP) in the absence of any metal salts/organic solvents gave the corresponding C2/C3-quaternary indolinones under open-air reaction conditions. The nature of substituent on the indole nitrogen dictates the type of product formed in these reactions. Free (NH)-indoles gave C2-quaternary indolinone derivatives whilst (NR)-indoles yielded C3-quaternary indolinones as the major product. Moreover, the addition of an excess amount of TBHP also facilitated the one-pot transformation of (NR)-indoles to the corresponding isatin derivatives.