20150-89-4

Basic information

• Product Name: 5,7-dimethylquinoline
• Synonyms: 5,7-Dimethylquinoline; quinoline, 5,7-dimethyl-
• CAS NO: 20150-89-4
• Molecular Formula: C₁₁H₁₁N
• Molecular Weight: 157.2117
• Mol File: 20150-89-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 22 °C
• Boiling Point: 273.818°C at 760 mmHg
• Flash Point: 113.494°C
• Density: 1.053g/cm³
• Vapor Pressure: 0.009mmHg at 25°C
• Refractive Index: 1.611
• PKA: 5.72±0.26(Predicted)
• CAS DataBase Reference: 5,7-dimethylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-dimethylquinoline(20150-89-4)
• EPA Substance Registry System: 5,7-dimethylquinoline(20150-89-4)

Safety Data

• Hazardous Substances Data: 20150-89-4(Hazardous Substances Data)

Upstream product

• 108-69-0 3,5-dimethylaminoaniline 
• 56-81-5 glycerol 
• 156-87-6 propan-1-ol-3-amine 
• 3179-63-3 3-Dimethylamino-1-propanol 
• 99-12-7 5-nitro-m-xylene 
• 504-63-2 trimethyleneglycol 
• 107-18-6 allyl alcohol 
• 77611-71-3 1,2-bis(3,5-dimethylphenyl)diazene 
• 106-95-6 allyl bromide 
• 14002-34-7 tripropanolamine 

Downstream Products

• 57414-68-3 5,7-dimethyl-1,2,3,4-tetrahydroquinoline 

Relevant articles and documents

Ruthenium-Catalyzed Formation of Quinolines via Reductive Cyclization of Nitroarenes with Tris(3-hydroxypropyl)amine in an Aqueous Medium

Nitroarenes react with tris(3-hydroxypropyl)amine in an aqueous medium (dioxane/H2O) at 180° in the presence of a catalytic amount of a ruthenium catalyst and tin(II) chloride along with isopropanol as hydrogen donor to afford the corresponding quinolines in good yields. The presence of tin(II) chloride is essential for the formation of quinolines. A reaction pathway involving initial reduction of nitroarenes to anilines, propanol group transfer from tris(3-hydroxypropyl)amine to anilines to form 3-anilino-l-propanols, N-alkylation of anilines by 3-anilino-1-propanol to form 1,3-dianilinopropane and intramolecular heteroannulation of 1, 3-dianilinopropane is proposed for this catalytic process.

Synthesis of quinolines by ruthenium-catalyzed heteroannulation of anilines with 3-amino-1-propanol

Anilines react with 3-amino-1-propanol in dioxane in the presence of a catalytic amount of a ruthenium catalyst and tin(II) chloride dihydrate together with a hydrogen acceptor to afford the corresponding quinolines in moderate yields.

From Anilines to Quinolines: Iodide- and Silver-Mediated Aerobic Double C?H Oxidative Annulation–Aromatization

Quinoline synthesis from easily accessible raw materials such as anilines is a valuable and meaningful task. Herein, we communicate an iodide- and silver-mediated C?H/C?H oxidative annulation–aromatization between anilines and allyl alcohols. This protocol provides a direct route to the synthesis of quinoline derivatives from inexpensive commodities. Various kinds of anilines, even heterocyclic anilines, were shown to be workable substrates, generating the corresponding multi-substituted quinolines in good yields.

Copper-Promoted Tandem Reaction of Azobenzenes with Allyl Bromides via N=N Bond Cleavage for the Regioselective Synthesis of Quinolines

A copper-promoted tandem reaction of a variety of azobenzenes and allyl bromides via N=N bond cleavage to regioselectively construct quinoline derivatives has been developed. The azobenzenes act as not only construction units but also an oxidant for quinoline formation.