7661-51-0

Basic information

• Product Name: 4-ISOBUTYLQUINOLINE
• Synonyms: 4-ISOBUTYLQUINOLINE
• CAS NO: 7661-51-0
• Molecular Formula: C₁₃H₁₅N
• Molecular Weight: 185.2649
• Mol File: 7661-51-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 298.0±9.0 °C(Predicted)
• Appearance: /
• Density: 1.012±0.06 g/cm3(Predicted)
• PKA: 5.55±0.46(Predicted)
• CAS DataBase Reference: 4-ISOBUTYLQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ISOBUTYLQUINOLINE(7661-51-0)
• EPA Substance Registry System: 4-ISOBUTYLQUINOLINE(7661-51-0)

Safety Data

• Hazardous Substances Data: 7661-51-0(Hazardous Substances Data)

Upstream product

• 91-22-5 quinoline 
• 78-77-3 Isobutyl bromide 
• 611-35-8 4-chloroquinoline 
• 6952-53-0 3-methyl-1-(pyridin-2-yl) butan-1-one 
• 5674-02-2 2-methylpropylmagnesium chloride 
• 503-74-2 3-methylbutyric acid 

Relevant articles and documents

Dearomative Photocatalytic Construction of Bridged 1,3-Diazepanes

The construction of diverse sp3-rich skeletal ring systems is of importance to drug discovery programmes and natural product synthesis. Herein, we report the photocatalytic construction of 2,7-diazabicyclo[3.2.1]octanes (bridged 1,3-diazepanes) via a reductive diversion of the Minisci reaction. The fused tricyclic product is proposed to form via radical addition to the C4 position of 4-substituted quinoline substrates, with subsequent Hantzsch ester-promoted reduction to a dihydropyridine intermediate which undergoes in situ two-electron ring closure to form the bridged diazepane architecture. A wide scope of N-arylimine and quinoline derivatives was demonstrated and good efficiency was observed in the construction of sterically congested all-carbon quaternary centers. Computational and experimental mechanistic studies provided insights into the reaction mechanism and observed regioselectivity/diastereoselectivity.

Pd-Catalyzed Alkylation of (Iso)quinolines and Arenes: 2-Acylpyridine Compounds as Alkylation Reagents

The first Pd-catalyzed alkylation of (iso)quinolines and arenes is reported. The readily available and bench-stable 2-acylpyridine compounds were used as an alkylation reagent to form the structurally versatile alkylated (iso)quinolines and arenes. The method affords a convenient pathway for the introduction of alkyl groups into organic molecules.

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.