124643-45-4

Basic information

• Product Name: 2-(p-tolylethynyl)aniline
• Synonyms: 2-(p-tolylethynyl)aniline;BenzenaMine, 2-[(4-Methylphenyl)ethynyl]-
• CAS NO: 124643-45-4
• Molecular Formula: C₁₅H₁₃N
• Molecular Weight: 207.27042
• EINECS: -0
• Mol File: 124643-45-4.mol
• Article Data: 72

Chemical Properties

• Melting Point: 105 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6))
• Boiling Point: 370.0±35.0 °C(Predicted)
• Appearance: /
• Density: 1.11±0.1 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 2.92±0.10(Predicted)
• CAS DataBase Reference: 2-(p-tolylethynyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(p-tolylethynyl)aniline(124643-45-4)
• EPA Substance Registry System: 2-(p-tolylethynyl)aniline(124643-45-4)

Safety Data

• Hazardous Substances Data: 124643-45-4(Hazardous Substances Data)

Usage

Description

2-(p-tolylethynyl)aniline is a chemical compound that consists of a substituted aniline group with a para-tolyl group and an ethynyl group attached to the nitrogen atom. It is also known as N-(4-ethynylphenyl)-4-methylbenzenamine and has a molecular formula C16H15N. 2-(p-tolylethynyl)aniline is characterized by its structural and electronic properties, which have garnered interest in the fields of materials science and organic electronics.

Uses

Used in Organic Synthesis:
2-(p-tolylethynyl)aniline is used as a precursor in organic synthesis for the production of various pharmaceuticals, dyes, and polymer materials. Its unique structure allows for versatile chemical reactions, making it a valuable component in the synthesis of a wide range of compounds.
Used in Optoelectronic Devices:
In the field of organic electronics, 2-(p-tolylethynyl)aniline is utilized as a building block in the synthesis of organic light-emitting diodes (OLEDs) and other optoelectronic devices. Its electronic properties contribute to the performance and efficiency of these devices, enhancing their light-emitting capabilities and overall functionality.
Used in Materials Science:
2-(p-tolylethynyl)aniline's structural and electronic properties also make it a promising candidate for applications in materials science. It can be incorporated into the development of new materials with specific properties, such as improved conductivity or light-emitting characteristics, broadening its utility across various industries.

Upstream product

• 52670-38-9 2-ethynylaniline 
• 29540-83-8 p-tolyl triflate 
• 615-43-0 2-iodophenylamine 
• 766-97-2 4-n-methylphenylacetylene 
• 143321-89-5 2,2,2-trifluoro-N-(2-iodophenyl)acetamide 
• 40164-42-9 1-[2-(4-methylphenyl)ethynyl]-2-nitrobenzene 
• 38175-73-4 1-bromo-2-(p-tolylethynyl)benzene 
• 624-31-7 4-tolyl iodide 
• 103529-16-4 2-[(trimethylsilyl)ethynyl]aniline 
• 106-38-7 para-bromotoluene 
• 62-53-3 aniline 
• 95-53-4 o-toluidine 

Downstream Products

• 55577-25-8 2-(4-methylphenyl)-1H-indole 
• 55164-81-3 3-(4-methylphenyl)quinolin-2(1H)-one 
• 60473-07-6 1H-indazole-3-yl(4-methylphenyl)methanone 
• 90828-09-4 (E)-3-(4-methylbenzylidene)indolin-2-one 
• 1220451-83-1 C₂₁H₂₁NO₂ 
• 1201632-64-5 C₁₆H₁₄N₂O 
• 1236003-88-5 (Z)-N,N-dimethyl-4-(4-methylbenzylidene)-4H-benzo[d][1,3]thiazin-2-amine 
• 1258511-12-4 (E)-methyl 3-(2-p-tolyl-1H-indol-3-yl)but-2-enoate 
• 1258511-05-5 butyl (E)-3-(2-p-tolyl-1H-indol-3-yl)propenoate 
• 1258511-14-6 (E)-4-(2-p-tolyl-1H-indol-3-yl)but-3-en-2-one 
• 1258511-15-7 (E)-3-(2-p-tolyl-1H-indol-3-yl)propenamide 
• 1258511-13-5 methyl (E)-2-methyl-3-(2-p-tolyl-1H-indol-3-yl)propenoate 
• 1258511-17-9 methyl (E)-3-[2-(methylsulfonyl)vinyl]-2-p-tolyl-1H-indole 
• 165280-28-4 3-p-tolyl-1H-cinnolin-4-one 

Relevant articles and documents

Copper-Catalyzed Aerobic Oxidative Cyclization of 2-Alkynylanilines with Nitrosoarenes: Synthesis of Organic Solid Mechanoluminescence Compounds of 4-Oxo-4 H-cinnolin-2-ium-1-ide

An efficient Cu(I)/DMAP/air system for the one-pot synthesis of 4-oxo-4H-cinnolin-2-ium-1-ides, which are often difficult to prepare by traditional routes from substituted 2-alkynylanilines and nitrosoarenes, was developed. These 4-oxo-4H-cinnolin-2-ium-1-ides have practical applications as mechanoluminescent materials. Preliminary mechanistic experiments were performed, and a plausible mechanism for this tandem process is proposed. The use of an inexpensive copper catalyst and molecular oxygen as the oxygen source and the oxidant make this an attractive green protocol with potential synthetic applications.

Copper(I)-Mediated Cascade Annulation via Dual C-H/C-H Activation: Access to Benzo[a]carbazolic AEEgens

A Cu(I)-mediated cascade cyclization/annulation of unprotectedo-alkynylanilines with maleimides in one pot is developed. The protocol offers sequential formation of one C-N and two C-C bonds to deliver fused benzo[a]carbazoles having free NH skeletons. The annulated products display fluorescence emission in the range of 485-502 nm with a large Stokes shift and fluorescence lifetime of ～17 ns. The annulated3aadisplays AEE behavior in the ethanol/hexane system and possesses marigold-flower-like morphology at the aggregated state. Cell viability assays enumerate biocompatible AEEgens, while their high intracellular fluorescence depicts cell imaging applicability.

Photocatalyzed Intramolecular [2+2] Cycloaddition of N-Alkyl-N-(2-(1-arylvinyl)aryl)cinnamamides

N-Alkyl-N-(2-(1-arylvinyl)aryl)cinnamamides are converted into natural product inspired scaffolds via iridium photocatalyzed intramolecular [2+2] photocycloaddition. The protocol has a broad substrate scope, whilst operating under mild reaction conditions. Tethering four components forming a trisubstituted cyclobutane core builds rapidly high molecular complexity. Our approach allows the design and synthesis of a variety of tetrahydrocyclobuta[c]quinolin-3(1H)-ones, in yields ranging between 20–99 %, and with excellent regio- and diastereoselectivity. Moreover, it was demonstrated that the intramolecular [2+2]-cycloaddition of 1,7-enynes—after fragmentation of the cyclobutane ring—leads to enyne-metathesis-like products.