21022-17-3

Basic information

• Product Name: N,N-bis(2-phenylphenyl)oxamide
• CAS NO: 21022-17-3
• Molecular Formula: C₂₆H₂₀N₂O₂
• Molecular Weight: 392.457
• Mol File: 21022-17-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.249g/cm³
• CAS DataBase Reference: N,N-bis(2-phenylphenyl)oxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-bis(2-phenylphenyl)oxamide(21022-17-3)
• EPA Substance Registry System: N,N-bis(2-phenylphenyl)oxamide(21022-17-3)

Safety Data

• Hazardous Substances Data: 21022-17-3(Hazardous Substances Data)

Usage

Description

N,N-bis(2-phenylphenyl)oxamide is a chemical compound characterized by the molecular formula C26H21NO2. It is recognized for its unique structural and electronic properties, which make it a versatile ligand in coordination chemistry and a valuable building block for the synthesis of other organic compounds. N,N-bis(2-phenylphenyl)oxamide has garnered attention for its potential antitumor activities, positioning it as a promising candidate in the realm of cancer treatment.

Uses

Used in Pharmaceutical Industry:
N,N-bis(2-phenylphenyl)oxamide is utilized as a therapeutic agent for its potential antitumor activities. It is being studied for its efficacy in cancer treatment, where it may contribute to the modulation of various oncological signaling pathways, thereby inhibiting tumor growth and progression.
Used in Chemical Synthesis:
In the field of chemical synthesis, N,N-bis(2-phenylphenyl)oxamide serves as a building block for the creation of other organic compounds. Its structural properties make it a key component in the development of new chemical entities with diverse applications.
Used in Coordination Chemistry:
As a ligand in coordination chemistry, N,N-bis(2-phenylphenyl)oxamide plays a crucial role in the formation of coordination compounds. Its ability to bind with metal ions is instrumental in the synthesis of complexes with specific properties and functions.
Used in Fluorescent Sensor Development:
N,N-bis(2-phenylphenyl)oxamide is employed in the development of fluorescent sensors due to its unique electronic properties. These sensors can be tailored for various analytical applications, including the detection of specific ions or molecules.
Used in Organic Electronics:
N,N-bis(2-phenylphenyl)oxamide's electronic properties also make it suitable for use in the field of organic electronics. It can be integrated into devices such as organic light-emitting diodes (OLEDs) and organic field-effect transistors (OFETs), contributing to the advancement of flexible and efficient electronic systems.
It is crucial to handle N,N-bis(2-phenylphenyl)oxamide with care, as it may present health and environmental risks if not managed properly. Proper safety measures and disposal methods should be adhered to when working with this compound.

Upstream product

• 116490-13-2 2-([1,1'-biphenyl]-2-ylamino)-2-oxoacetic acid 
• 10025-87-3 trichlorophosphate 
• 90-41-5 2-phenylaniline 
• 127563-31-9 methyl 2-[(1,1'-biphenyl)-2-ylamino]-2-oxoacetate 
• 3128-77-6 2-isocyanobiphenyl 
• 79-37-8 oxalyl dichloride 
• 95-92-1 oxalic acid diethyl ester 

Relevant articles and documents

Copper-Catalyzed Ullmann-Type Coupling and Decarboxylation Cascade of Arylhalides with Malonates to Access α-Aryl Esters

We have developed a high-efficiency and practical Cu-catalyzed cross-coupling to directly construct versatile α-aryl-esters by utilizing readily available aryl bromides (or chlorides) and malonates. These gram-scale approaches occur with turnovers of up to 1560 and are smoothly conducted by the usage of a low catalyst loading, a new available ligand, and a green solvent. A variety of functional groups are tolerated, and the application occurs with α-aryl-esters to access nonsteroidal anti-inflammatory drugs (NSAIDs) on the gram scale.

CuI/oxalamide catalyzed couplings of (hetero)aryl chlorides and phenols for diaryl ether formation

Couplings between (hetero)aryl chlorides and phenols can be effectively promoted by CuI in combination with an N-aryl-N′-alkyl-substituted oxalamide ligand to proceed smoothly at 120 °C. For this process, N-aryl-N′-alkyl-substituted oxalamides are more effective ligands than bis(N-aryl)-substituted oxalamides. A wide range of electron-rich and electron-poor aryl and heteroaryl chlorides gave the corresponding coupling products in good yields. Satisfactory conversions were achieved with electron-rich phenols as well as a limited range of electron-poor phenols. Catalyst and ligand loadings as low as 1.5 mol % are sufficient for the scaled-up variants of some of these reactions. Aryl and alkyl: N-Aryl-N′-alkyl-substituted oxalamide ligands promote the CuI catalyzed coupling of (hetero)aryl chlorides and phenols at 120 °C more effectively than bis(N-aryl)-substituted oxalamides. A wide range of electron-rich and electron-poor aryl and heteroaryl chlorides were converted into the corresponding coupling products in good yields.

CuI/Oxalic Diamide Catalyzed Coupling Reaction of (Hetero)Aryl Chlorides and Amines

A class of oxalic diamides are found to be effective ligands for promoting CuI-catalyzed aryl amination with less reactive (hetero)aryl chlorides. The reaction proceeds at 120 °C with K3PO4 as the base in DMSO to afford a wide range of (hetero)aryl amines in good to excellent yields. The bis(N-aryl) substituted oxalamides are superior ligands to N-aryl-N′-alkyl substituted or bis(N-alkyl) substituted oxalamides. Both the electronic nature and the steric property of the aromatic rings in ligands are important for their efficiency.