22514-82-5

Basic information

• Product Name: 2,3-DIPHENYL-QUINOLINE
• Synonyms: 2,3-DIPHENYL-QUINOLINE
• CAS NO: 22514-82-5
• Molecular Formula: C₂₁H₁₅N
• Molecular Weight: 281.3505
• Mol File: 22514-82-5.mol
• Article Data: 26

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,3-DIPHENYL-QUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIPHENYL-QUINOLINE(22514-82-5)
• EPA Substance Registry System: 2,3-DIPHENYL-QUINOLINE(22514-82-5)

Safety Data

• Hazardous Substances Data: 22514-82-5(Hazardous Substances Data)

Usage

Structure

Polycyclic aromatic compound with a quinoline ring system and two phenyl groups attached.

Applications

Organic synthesis
Production of dyes, pigments, and pharmaceuticals

Properties

Fluorescence properties
Luminescent material development

Biological Activities

Anticancer properties
Antimicrobial properties

Significance

Important and versatile in chemistry and materials science.

Upstream product

• 654678-51-0 3-(2-nitro-phenyl)-1,2-diphenyl-propan-1-one 
• 61845-44-1 2,2-Diphenyl-1,2-dihydroquinolinenitroxide radical 
• 536-74-3 phenylacetylene 
• 167390-83-2 (E)-N-(2-iodophenyl)-1-phenylmethanimine 
• 64-19-7 acetic acid 
• 122-78-1 phenylacetaldehyde 
• 1750-36-3 (E)-N-benzylidenebenzenamine 
• 451-40-1 phenyl benzyl ketone 
• 612-23-7 2-nitrobenzyl chloride 
• 27652-35-3 (E)-2-styrylaniline 
• 100-52-7 benzaldehyde 
• 2859-30-5 2-chloro-3-phenyl-quinoline 
• 98-80-6 phenylboronic acid 
• 552-89-6 2-nitro-benzaldehyde 

Downstream Products

• 55439-11-7 2,3-diphenyl-1,2,3,4-tetrahydro-quinoline 
• 55439-11-7 (2SR,3RS)-2,3-diphenyl-1,2,3,4-tetrahydroquinoline 
• 55439-11-7 (2SR,3SR)-2,3-diphenyl-1,2,3,4-tetrahydroquinoline 
• 55439-11-7 (2S,3S)-2,3-diphenyl-1,2,3,4-tetrahydroquinoline 

Relevant articles and documents

Oxidative Dimerization of Quinolinic Nitroxides in the Presence of Trichloro- and Trifluoro- Acetic Acid. Crystal Structures of 6,6'-bis-(1-oxide-1,2,6,8a-tetrahydroquinoline)ylidene and of 2,3-Diphenylquinoline

Quinolinic nitroxides 1a-c react with trichloro- (TCA) and trifluoro- (TFA) acetic acid to give dimers 3a-c and 4a-c as the main products.Products 3a-c are explained as arising via the intermediate formation of the radical cation 5, which forms the final

Synthesis method of 2, 3-diphenyl quinoline

The invention relates to a synthesis method of 2, 3-diphenyl quinoline. According to the method, under the catalysis of copper and in the air atmosphere, the acetophenone oxime ester and the o-bromobenzaldehyde are converted into the 2, 3-diphenyl quinoline, and the prepared product is stable in structure and excellent in chemical property. Reaction raw materials of the synthesis method are cheapand easy to obtain, pretreatment is not needed, and the atom economy of the reaction is high; only a cheap copper catalyst is used in the reaction, raw materials are saved, and the reaction cost is reduced; the whole reaction system is simple, reaction conditions are mild, reaction equipment is few, operation is easy and convenient, and material sources are wide.

Unexpected Annulation between 2-Aminobenzyl Alcohols and Benzaldehydes in the Presence of DMSO: Regioselective Synthesis of Substituted Quinolines

An unexpected annulation among 2-aminobenzyl alcohols, benzaldehydes, and DMSO to quinolines has been disclosed. For the reported annulation between 2-aminobenzyl alcohols and benzaldehydes, the change of the solvent from toluene to DMSO led to the change of the product from the diheteroatomic cyclic benzoxazines to monoheteroatomic cyclic quinolines. This annulation can be used to synthesize regioselectively different substituted quinolines by the choice of different 2-amino alcohols, aldehydes, and sulfoxides as substrates. Interestingly, introducing substituent groups to the α-position of sulfoxides resulted in the interchange of the positions between benzaldehydes and sulfoxides in the product quinolines. On the basis of the control experiments and literatures, a plausible mechanism for this annulation was proposed.