193145-75-4

Basic information

• Product Name: 2-(4-chlorophenyl)-3-phenylquinoxaline
• Synonyms: 2-(4-chlorophenyl)-3-phenylquinoxaline
• CAS NO: 193145-75-4
• Molecular Formula: C₂₀H₁₃ClN₂
• Molecular Weight: 316.78
• Mol File: 193145-75-4.mol

Chemical Properties

• Melting Point: 140-142 °C
• Boiling Point: 438.9±40.0 °C(Predicted)
• Appearance: /
• Density: 1.254±0.06 g/cm3(Predicted)
• PKA: -0.55±0.48(Predicted)
• CAS DataBase Reference: 2-(4-chlorophenyl)-3-phenylquinoxaline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-chlorophenyl)-3-phenylquinoxaline(193145-75-4)
• EPA Substance Registry System: 2-(4-chlorophenyl)-3-phenylquinoxaline(193145-75-4)

Safety Data

• Hazardous Substances Data: 193145-75-4(Hazardous Substances Data)

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 1889-71-0 4'-chloro-2-phenylacetophenone 
• 22711-23-5 4-chlorobenzil 
• 5172-02-1 1-chloro-4-(2-phenylethynyl)benzene 
• 611217-74-4 C₁₇H₁₆ClNO 
• 1679-18-1 4-Chlorophenylboronic acid 
• 7065-92-1 2-chloro-3-phenylquinoxaline 
• 100-52-7 benzaldehyde 
• 37613-10-8 4-chloro-N-phenyl-benzimidoyl chloride 

Relevant articles and documents

In water organic synthesis: Introducing itaconic acid as a recyclable acidic promoter for efficient and scalable synthesis of quinoxaline derivatives at room temperature

Substituted quinoxaline derivatives are traditionally synthesized by co-condensation of various starting materials. Herein, we describe a novel environmentally benign in water synthetic route for the synthesis of structurally and electronically diverse ninety quinoxalines with readily available substituted o-phenylenediamine and 1,2-diketones using cheap and biodegradable itaconic acid as a mild acid promotor in 1 hours. The reaction is performed at room temperature, which proceeds through cyclo-condensation reaction followed by obtaining the aforesaid nitrogen-containing heterocyclic adducts without performing the column chromatography up to 96% total yields. The simplicity, high efficiency, and reusable of the catalyst merits this reaction condition as “green synthesis” which enables it to be useful in synthetic transformations upto gram scale level.

COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE COMPRISING THE SAME

The present specification relates to a compound and an organic light emitting device including the same. The compound described herein can be used as a material for an organic layer of the organic light emitting device. The compound according to at least one embodiment can improve efficiency, lower driving voltage, or improve lifespan characteristics in the organic light emitting device.

Conversion of alkynes into 1,2-diketones using HFIP as sacrificial hydrogen donor and DMSO as dihydroxylating agent

A metal-free and hypervalent iodine free conversion of internal alkynes into 1,2-diketo compounds has been described. The efficacy of the present protocol rely on the use of HFIP (1,1,1,3,3,3-Hexafluoro-2-propanol) as reducing agent of alkynes and DMSO as dihydroxylating agent of olefins to acquire the desired chemical transformations. The obtained 1,2-diketones were further transformed into useful derivatives.

Electron transport material, organic electroluminescent device and display device

The invention discloses an electron transport material shown as a general formula I, and the material can be used as an electron transport layer of an organic electroluminescence device in a display device. The electron transport material provided by the invention has a diversified fused heterocyclic parent structure, high bond energy between atoms, good thermal stability and strong electron transition capability, is beneficial to intermolecular solid accumulation, can effectively reduce the driving voltage of theorganic electroluminescence device when used as an electron transport layer material. The current efficiency of the organic electroluminescence device is improved, and the service life of the organic electroluminescence device is prolonged.

Integration of Pd and Cu on polymer: a powerful bimetallic heterogeneous catalyst for sequential synthesis of quinoxalines

Pd2+/Cu2+ bimetallic catalysts immobilized on ethylenediamine-functionalized poly(vinyl chloride) (PdII/CuII@EDA-PVC) were developed by combining two metallic catalysts that complement rather than inhibit one another. The synthesized PdII/CuII@EDA-PVC were screened for their catalytic activity and found to be excellent in the one-pot sequential synthesis of quinoxalines from 1,2-diphenylacetylenes and o-phenylenediamines. Both Pd2+ and Cu2+ are indispensable and play crucial roles in this transformation. This one-pot sequential reaction proceeds well and tolerates various available substrates to form the desired product in excellent yield. A plausible mechanism was proposed for this conversion.

One-pot aqueous-phase synthesis of quinoxalines through oxidative cyclization of deoxybenzoins with 1,2-phenylenediamines catalyzed by a zwtterionic Cu(II)/calix[4]arene complex

A green protocol for the synthesis of quinoxalines has been developed from catalytic oxidative cyclization of deoxybenzoins with 1,2-phenylenediamines in water. The optimal conditions are involved in the use of a water-soluble mononuclear copper(II) complex of a zwitterionic calix[4]arene [Cu(II)L(H2O)]I2 (1, H4L?=?[5,11,17,23–tetrakis (trimethylammonium)–25,26,27,28–tetrahydroxycalix[4]arene]) as a catalyst in alkali solution after refluxing for 15?h in O2. The target quinoxaline and its derivatives were obtained in good yields (up to 88%). The procedure described in this paper is simple, practical and environmentally benign.

One-step approach for the synthesis of functionalized quinoxalines mediated by T3P-DMSO or T3P: Via a tandem oxidation-condensation or condensation reaction

An easy and efficient propylphosphonic anhydride (T3P)-DMSO or T3P mediated oxidation-condensation or condensation reaction for the synthesis of quinoxalines derived from the interaction of different arrays of condensing partners with ortho-phenylene diamines (o-PDs) under simple and mild reaction conditions in one step has been reported for the first time.

Visible-light-induced C=C bond cleavage of enaminones for the synthesis of 1,2-diketones and quinoxalines in sustainable medium

The C=C double bond cleavage of enaminones has been realized under ambient conditions through visible-light catalysis in the presence of Rose Bengal, which leads to the synthesis of a class of 1,2-diketones without using any metal catalyst. In addition, the one-pot synthesis of quinoxalines has also been achieved under identical photocatalytic conditions by making use of the in situ generated 1,2-diketones as intermediates.

One-pot synthesis of unsymmetrical benzils and N-heteroarenes through nucleophilic aroylation catalyzed by N-heterocyclic carbene

An efficient one-pot synthesis of various unsymmetrical benzils via N-heterocyclic carbene (NHC)-catalyzed aroylation of N-phenylimidoyl chlorides with aromatic aldehydes followed by acidic hydrolysis has been developed. The one-pot procedure was extended to synthesis of quinoxalines and pyrazines by condensation/annulation of unsymmetrical benzils generated in situ with diamines.

Ruthenium-catalyzed oxidation of alkynes to 1,2-diketones under room temperature and one-pot synthesis of quinoxalines

A ruthenium-catalyzed alkyne oxidation to 1,2-diketones using Oxone under room temperature is reported. Both substrate scope and mechanism were discussed. Notably, combination of the alkyne oxidation and condensation cyclization in one pot offers a very efficient and convenient entry into quinoxaline derivatives.