93-19-6

Basic information

• Product Name: 2-ISOBUTYLQUINOLINE
• Synonyms: ISOBUTYL QUINOLINE 2;2-ISOBUTYLQUINOLINE;2-(2-methylpropyl)-quinolin;2-(2-Methylpropyl)quinoline;2-(2-methylpropyl)-Quinoline;2-isobutyl-quinolin;alpha-Isobutylquinoline;Quinoline, 2-(2-methylpropyl)-
• CAS NO: 93-19-6
• Molecular Formula: C₁₃H₁₅N
• Molecular Weight: 185.26
• EINECS: 202-227-2
• Product Categories: Quinoline&Isoquinoline
• Mol File: 93-19-6.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 304.5°C (estimate)
• Flash Point: 111.1°C
• Appearance: /
• Density: 1.0268 (estimate)
• Vapor Pressure: 0.0077mmHg at 25°C
• Refractive Index: 1.6153 (estimate)
• PKA: 5.55±0.61(Predicted)
• CAS DataBase Reference: 2-ISOBUTYLQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ISOBUTYLQUINOLINE(93-19-6)
• EPA Substance Registry System: 2-ISOBUTYLQUINOLINE(93-19-6)

Safety Data

• Hazard Codes: T
• Hazardous Substances Data: 93-19-6(Hazardous Substances Data)

Usage

General Description

2-Isobutylquinoline is a chemical compound with the formula C16H17N. It is a pale yellow liquid with a characteristic odor that is commonly used as a flavoring agent in the food industry. 2-Isobutylquinoline is primarily used as a flavoring agent in the production of tobacco products, providing a woody, smoky aroma. It is also found in various food products such as baked goods, and meat and fish products, contributing to their overall flavor profile. However, it is important to note that 2-isobutylquinoline has been linked to potential health concerns and should be used with caution and in accordance with regulations and guidelines.

InChI:InChI=1/C13H15N/c1-10(2)9-12-8-7-11-5-3-4-6-13(11)14-12/h3-8,10H,9H2,1-2H3

Upstream product

• 14003-43-1 1-(2-quinolyl)-2-methylpropene 
• 91-22-5 quinoline 
• 503-74-2 3-methylbutyric acid 
• 5344-90-1 2-Aminobenzyl alcohol 
• 108-10-1 4-methyl-2-pentanone 
• 114260-17-2 2-isobutyl-1,2,3,4-tetrahydroquinoline 
• 108-11-2 Methyl isobutyl carbinol 
• 84110-40-7 Dihydroxy-isobutyl-boran 
• 590-86-3 isovaleraldehyde 
• 3867-18-3 2-vinylaniline 
• 1273298-90-0 C₁₆H₂₁NO 
• 1273298-69-3 N-(1-isobutylprop-2-en-1-yl)-2-vinylaniline 
• 44396-74-9 isobutylzinc iodide 
• 529-23-7 o-aminobenzaldehyde 

Relevant articles and documents

Efficient Organoruthenium Catalysts for α-Alkylation of Ketones and Amide with Alcohols: Synthesis of Quinolines via Hydrogen Borrowing Strategy and their Mechanistic Studies

A new family of phosphine free organometallic ruthenium(II) catalysts (Ru1–Ru4) supported by bidentate NN Schiff base ligands (L1–L4 where L1=N,N-dimethyl-4-((2-phenyl-2-(pyridin-2-ylmethyl)hydrazineylidene)methyl) aniline, L2=N,N-diethyl-4-((2-phenyl-2-(pyridin-2-ylmethyl)hydrazineylidene)methyl)aniline, L3=N,N-dimethyl-4-((2-phenyl-2-(pyridin-2-yl)hydrazineylidene)methyl)- aniline and L4=N,N-diethyl-4-((2-phenyl-2-(pyridin-2-yl)hydrazineylidene)methyl) aniline) was prepared and characterized. These half-sandwich complexes acted as catalysts for C?C bond formation and exhibited excellent performance in the dehydrogenative coupling of ketones and amides. In the synthesis of C–C bonds, alcohols were utilized as the alkylating agent. A broad range of substrates, including sterically hindered ketones and alcohols, were well tolerated under the optimized conditions (TON up to 47000 and TOF up to 11750 h?1). This ruthenium (II) catalysts were also active towards the dehydrogenative cyclization of o-amino benzyl alcohol for the formation of quinolines derivatives. Various polysubstituted quinolines were synthesized in moderate to excellent yields (TON up to 71000 and TOF up to 11830 h?1). Control experiments were carried out and the ruthenium hydride intermediate was characterized to support the reaction mechanism and a probable reaction pathway of dehydrogenative coupling for the C?C bond formation has been proposed.

Green synthesis of silver nanoparticles using green alga (Chlorella vulgaris) and its application for synthesis of quinolines derivatives

Nanoparticles have been used century ago but have regained their importance in recent years being simple, ecofriendly, pollutant free, nontoxic, low-cost approach, and due good atom economy. In this report, we have demonstrated the synthesis of silver nanoparticles using green algae (Chlorella vulgaris) which in turn was used for synthesis of biologically important quinolines. Algal extract was prepared and treated with silver nitrate solution for the synthesis of silver nanoparticles. Synthesized nanoparticles were characterized with the help of analytical tools like UV, FTIR, X-ray, and SEM and used as a catalyst for the synthesis of quinolines.

Synthesis of Polysubstituted Quinolines from α-2-Aminoaryl Alcohols Via Nickel-Catalyzed Dehydrogenative Coupling

This study reports a nickel-catalyzed sustainable synthesis of polysubstituted quinolines from α-2-aminoaryl alcohols by a sequential dehydrogenation and condensation process that offers the advantages of a low catalyst loading and wide substrate scope. In contrast to earlier reported methods, this strategy allows the use of both primary as well as secondary α-2-aminoaryl alcohols in combination with either ketones or secondary alcohols for desired product formation. Using this methodology, 30 substituted quinoline derivatives were synthesized with up to 93% isolated yields.