1613-32-7

Basic information

• Product Name: 2-propylquinoline
• Synonyms: 2-propylquinoline
• CAS NO: 1613-32-7
• Molecular Formula: C₁₂H₁₃N
• Molecular Weight: 171.24
• Mol File: 1613-32-7.mol
• Article Data: 28

Chemical Properties

• Melting Point: 68.75°C (estimate)
• Boiling Point: 286.23°C (estimate)
• Flash Point: 106.9°C
• Appearance: /
• Density: 1.0380
• Vapor Pressure: 0.0142mmHg at 25°C
• Refractive Index: 1.5886
• PKA: 5.91±0.40(Predicted)
• CAS DataBase Reference: 2-propylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-propylquinoline(1613-32-7)
• EPA Substance Registry System: 2-propylquinoline(1613-32-7)

Safety Data

• Hazardous Substances Data: 1613-32-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 81, p. 4000, 1959 DOI: 10.1021/ja01524a045The Journal of Organic Chemistry, 40, p. 2288, 1975 DOI: 10.1021/jo00904a005

InChI:InChI=1/C12H13N/c1-2-5-11-9-8-10-6-3-4-7-12(10)13-11/h3-4,6-9H,2,5H2,1H3

Upstream product

• 109-99-9 tetrahydrofuran 
• 91-22-5 quinoline 
• 1730-25-2 allylmagnesium bromide 
• 91-63-4 2-methylquinoline 
• 859958-79-5 1-methyl-2-propyl-1,2-dihydro-quinoline 
• 107-87-9 2-Pentanone 
• 253-83-8 1,2,3-benzotriazine 
• 529-23-7 o-aminobenzaldehyde 
• 2005-43-8 2-bromoquinoline 
• 22971-32-0 1-(pyridin-2-yl)butan-1-one 
• 62-53-3 aniline 
• 71-36-3 butan-1-ol 
• 166329-43-7 N-tert-butoxycarbonyl-2-bromomethylaniline 
• 109-74-0 propyl cyanide 

Downstream Products

• 861368-89-0 2-propyl-5,6,7,8-tetrahydro-quinoline 
• 76916-51-3 2-n-Propyl-1,2,3,4-tetrahydroquinoline 
• 91-63-4 2-methylquinoline 

Relevant articles and documents

-

-

-

-

Preparation of 3-hydroxyquinolines from direct oxidation of dihydroquinolinium salts

A series of functionalized 3,4-dihydroquinolinium salts were prepared from the reaction of aryldiazonium salt with alkene in a nitrile solution. Further oxidation yielding either 3-hydroxyquinoline or quinoline products was investigated. A one-pot process from aryldiazonium salts, alkenes and nitriles leading to 3-hydroxyquinolines was also developed. Furthermore, an intramolecular trapping of an N-arylnitrilium ion with a vinyl group at the ortho position leading to 2-substituted quinolines was revealed.

Straightforward synthesis of 2-propylquinolines under multicomponent conditions in fluorinated alcohols

The synthesis of 2-propylquinolines, a family of antileishmanial agents, is reported. Among the pathways explored, the 3-component Povarov reaction between butyraldehyde, aromatic amines and ethyl vinyl ether in trifluoroethanol (TFE), followed by an oxidation, offers a convenient entry to 2-propylquinolines with various substituents on positions 5-8.

Method for preparing quinoline derivative

The invention relates to a method for preparing a quinoline derivative. The method comprises the following steps: by taking aromatic amine compounds and fatty alcohol as raw materials and oxygen-containing molybdenum disulfide as a catalyst, performing a reaction for 2-12 hours in an inert atmosphere or an oxygen-containing atmosphere at the temperature of 120-200 DEG C, after the reaction is finished, separating liquid phase components, performing concentration, and performing separation through a silica gel column, so as to obtain a substituted quinoline compound. The synthetic method may have important application in the aspect of quinoline compound synthesis.

Nickel-Catalyzed Alkylation of Ketone Enolates: Synthesis of Monoselective Linear Ketones

Herein we have developed a Ni-catalyzed protocol for the synthesis of linear ketones. Aryl, alkyl, and heteroaryl ketones as well as alcohols yielded the monoselective ketones in up to 90% yield. The catalytic protocol was successfully applied in to a gram-scale synthesis. For a practical utility, applications of a steroid derivative, oleyl alcohol, and naproxen alcohol were employed. Preliminary catalytic investigations involving the isolation of a Ni intermediate and defined Ni-H species as well as a series of deuterium-labeling experiments were performed.