37045-16-2

Basic information

• Product Name: 3-benzylquinoline
• Synonyms: 3-Benzylquinoline
• CAS NO: 37045-16-2
• Molecular Formula: C₁₆H₁₃N
• Molecular Weight: 219.2811
• Mol File: 37045-16-2.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 366.3°C at 760 mmHg
• Flash Point: 158.9°C
• Density: 1.117g/cm³
• Vapor Pressure: 3.12E-05mmHg at 25°C
• Refractive Index: 1.649
• CAS DataBase Reference: 3-benzylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 3-benzylquinoline(37045-16-2)
• EPA Substance Registry System: 3-benzylquinoline(37045-16-2)

Safety Data

• Hazardous Substances Data: 37045-16-2(Hazardous Substances Data)

Upstream product

• 91-22-5 quinoline 
• 2785-29-7 benzyl potassium 
• 100-51-6 benzyl alcohol 
• 110486-69-6 3-benzyl-2-chloro-quinoline 
• 37045-17-3 (S)-3-benzyl-1,2,3,4-tetrahydroquinoline 
• 89816-37-5 (E)-2-Benzyl-3-phenylamino-propenal 
• 104-53-0 3-phenyl-propionaldehyde 
• 529-23-7 o-aminobenzaldehyde 
• 100-44-7 benzyl chloride 
• 191162-39-7 quinolin-3-ylboronic acid 
• 5344-90-1 2-Aminobenzyl alcohol 
• 122-97-4 3-Phenyl-1-propanol 
• 5332-24-1 3-bromoquinoline 
• 1666-17-7 benzaldehyde p-toluenesulfonylhydrazone 

Downstream Products

• 37045-17-3 (S)-3-benzyl-1,2,3,4-tetrahydroquinoline 
• 101273-50-1 3-benzylquinolin-2-ol 

Relevant articles and documents

Ruthenium-Catalyzed Dehydrogenative β-Benzylation of 1,2,3,4-Tetrahydroquinolines with Aryl Aldehydes: Access to Functionalized Quinolines

A new benzylation protocol, enabling straightforward access to β-benzylated quinolines, has been demonstrated. By employing readily available [RuCl2(p-cymene)]2 as a catalyst and O2 as a sole green oxidant, various 1,2,3,4-tetrahydroquinolines were efficiently converted in combination with aryl aldehydes into desired products in a step- and atom-economic fashion together with the advantages of excellent functional group tolerance and chemoselectivity, offering an important basis for the transformation of saturated N-heterocycles into functionalized N-heteroaromatics via a dehydrogenative cross-coupling strategy. Mechanistic investigations support that the reaction undergoes a monodehydrogenation-triggered β-benzylation mode.

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.

Synthesis of Quinolines from Allylic Alcohols via Iridium-Catalyzed Tandem Isomerization/Cyclization Combined with Potassium Hydroxide

A new tandem catalytic process has been established for the synthesis of quinolines. This process utilizes the [IrCp?Cl2]2/KOH catalyzed isomerization/cyclization of allylic alcohols with 2-aminobenzyl alcohol. Both the secondary and primary allylic alcohols were investigated in this catalytic system to afford different substituted quinoline derivatives in moderate to good yields. A mechanism study showed the reaction following a tandem process integrating isomerization of allylic alcohols and oxidative cyclization of 2-aminobenzyl alcohol.