85061-28-5

Basic information

• Product Name: 2-(isobutyl)quinoxaline
• Synonyms: 2-(isobutyl)quinoxaline;2-(2-Methylpropyl)quinoxaline;Einecs 285-287-2
• CAS NO: 85061-28-5
• Molecular Formula: C₁₂H₁₄N₂
• Molecular Weight: 186.25296
• EINECS: 285-287-2
• Mol File: 85061-28-5.mol

Chemical Properties

• Boiling Point: 274.1°C at 760 mmHg
• Flash Point: 108.4°C
• Appearance: /
• Density: 1.057g/cm³
• Vapor Pressure: 0.00921mmHg at 25°C
• Refractive Index: 1.584
• PKA: 1.32±0.30(Predicted)
• CAS DataBase Reference: 2-(isobutyl)quinoxaline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(isobutyl)quinoxaline(85061-28-5)
• EPA Substance Registry System: 2-(isobutyl)quinoxaline(85061-28-5)

Safety Data

• Hazardous Substances Data: 85061-28-5(Hazardous Substances Data)

Usage

Chemical Class

Quinoxaline derivative

Aromatic ring

Six-membered ring with nitrogen atoms at the 1,4 positions

Side chain

Isobutyl group attached to one of the carbon atoms

Industrial and Research Applications

Synthesis of pharmaceuticals and organic compounds

Biological and Pharmacological Activities

Antioxidant and anti-inflammatory effects

Versatility

Potential applications in different fields

InChI:InChI=1/C12H14N2/c1-9(2)7-10-8-13-11-5-3-4-6-12(11)14-10/h3-6,8-9H,7H2,1-2H3

Upstream product

• 1448-87-9 2-chloroquinoxaline 
• 91-19-0 2,3-diethynylquinoxaline 
• 503-74-2 3-methylbutyric acid 
• 926-62-5 isobutylmagnesium bromide 

Relevant articles and documents

Tetrabutylammonium Bromide-Catalyzed Transfer Hydrogenation of Quinoxaline with HBpin as a Hydrogen Source

A metal-free environmentally benign, simple, and efficient transfer hydrogenation process of quinoxaline has been developed using the HBpin reagent as a hydrogen source. This reaction is compatible with a variety of quinoxalines offering the desired tetrahydroquinoxalines in moderate-to-excellent yields with Bu4NBr as a noncorrosive and low-cost catalyst.

Asymmetric hydrogenation of 2-and 2,3-substituted ouinoxalines with chiral cationic ruthenium diamine catalysts

The enantioselective hydrogenation of 2-alkyl- and 2-aryl-subsituted quinoxalines and 2,3-disubstituted quinoxalines was developed by using the cationic Ru(η6-cymene)(monosulfonylated diamine)(BArF) system in high yields with up to 99% ee. The counteranion was found to be critically important for the high enantioselectivity and/or diastereoselectivity.

Asymmetric hydrogenation of quinoxalines catalyzed by iridium/PipPhos

A catalyst made in situ from the (cyclooctadiene)iridium chloride dimer, [Ir(COD)Cl]2, and the monodentate phosphoramidite ligand (S)-PipPhos was used in the enantioselective hydrogenation of 2- and 2,6-substituted quinoxalines. In the presence

Homolytic alkylation of heteroaromatic bases : The problem of monoalkylation

The silver-catalyzed decarboxylation of carboxylic acids by persulphate leads to alkyl radicals, which have been utilized for the selective alkylation of heteroaromatic bases. The method is particularly efficient in a water-chlorobenzene two-phase system for two reasons : it considerably increases the selectivity in monoalkylation when more positions of high nucleophilic reactivity (i.e. α and γ) are available in the heterocyclic ring (i.e. quinoline , 4-cyano- and 4-ethylpyridine, pyrazine , quinoxaline etc.) and it determines a much higher efficiency for the radical sources when the silver salt catalysis is deactivated by complexation of the salt with the heterocyclic compound . The high selectivity in monoalkylation has been obtained by the combination of polar effects and the increased lipophilicity of the alkylated product, which makes its extraction from the aqueous solution by the organic solvent easier.