14252-23-4

Basic information

• Product Name: 5-phenylquinoline
• Synonyms: 5-phenylquinoline
• CAS NO: 14252-23-4
• Molecular Weight: 205.259
• Mol File: 14252-23-4.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: 5-phenylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 5-phenylquinoline(14252-23-4)
• EPA Substance Registry System: 5-phenylquinoline(14252-23-4)

Safety Data

• Hazardous Substances Data: 14252-23-4(Hazardous Substances Data)

Upstream product

• 1483-73-4 diphenyliodonium bromide 
• 6293-66-9 diphenyliodonium p-toluenesulfonate 
• 66003-76-7 Diphenyliodonium triflate 
• 529-37-3 4(1H)-quinolinone 
• 4964-71-0 5-bromoquinoline 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 1021868-08-5 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline 
• 100-58-3 phenylmagnesium bromide 
• 841-76-9 triphenylaluminium 
• 98-80-6 phenylboronic acid 
• 3262-89-3 triphenylboroxine 
• 28768-80-1 N,N-dimethyl O-(quinolyl-5) carbamate 
• 124-40-3 dimethyl amine 
• 2243-47-2 3-biphenyl amine 

Downstream Products

• 1251923-54-2 2-chloro-5-phenylquinoline 

Relevant articles and documents

Boron-catalyzed silylative reduction of quinolines: Selective sp3 C-Si bond formation

A silylative reduction of quinolines to synthetically versatile tetrahydroquinoline molecules involving the formation of a C(sp3)-Si bond exclusively β to nitrogen is described. Triarylborane is a highly efficient catalyst (up to 1000 turnovers), and silanes serve as both a silyl source and a reducing reagent. The present procedure is convenient to perform even on a large scale with excellent stereoselectivity. Mechanistic studies revealed that the formation of a 1,4-addition adduct is rate-limiting while the subsequent C(sp3)-Si bond-forming step from the 1,4-adduct is facile.

High-yield gram-scale organic synthesis using accelerated microdroplet/thin film reactions with solvent recycling

A closed system has been designed to perform microdroplet/thin film reactions with solvent recycling capabilities for gram-scale chemical synthesis. Claisen-Schmidt, Schiff base, Katritzky and Suzuki coupling reactions show acceleration factors relative to bulk of 15 to 7700 times in this droplet spray system. These values are much larger than those reported previously for the same reactions in microdroplet/thin film reaction systems. The solvent recycling mode of the new system significantly improves the reaction yield, especially for reactions with smaller reaction acceleration factors. The microdroplet/thin film reaction yield improved on recycling from 33% to 86% and from 32% to 72% for the Katritzky and Suzuki coupling reactions, respectively. The Claisen-Schmidt reaction was chosen to test the capability of this system in gram scale syntheses and rates of 3.18 g per h and an isolated yield of 87% were achieved.

Method for synthesizing aromatic compound by coupling palladium/imidazole salt with nitroaromatic hydrocarbon and boric acid compound (by machine translation)

The invention discloses a method, for coupling a palladium/imidazole salt with a nitroaromatic hydrocarbon and a boric acid compound to synthesize an aromatic compound. The method comprises: in organic solvent, taking nitroaromatic hydrocarbon and boric acid compound as substrate, palladium/imidazole salt as a catalyst, carrying out coupling reaction under the action of alkali, and carrying out post-treatment to obtain the aromatic compound. The method is simple, easy to store, low in price, relatively low in ligand consumption, high in product yield, good in substrate applicability, and suitable for alkyl boronic acid. The process of the invention can be used to synthesize a series of aromatic compounds, for example. The compound has wide application value in the fields of pesticides, medicines, materials and the like. (by machine translation)