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

General 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 commonly used as a precursor in organic synthesis and in the production of various pharmaceuticals, dyes, and polymer materials. It is also utilized as a building block in the synthesis of organic light-emitting diodes (OLEDs) and other optoelectronic devices. Due to its structural and electronic properties, 2-(p-tolylethynyl)aniline has attracted attention in the field of materials science and organic electronics.

Upstream product

• 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 
• 52670-38-9 2-ethynylaniline 
• 624-31-7 4-tolyl iodide 
• 95-53-4 o-toluidine 
• 62-53-3 aniline 
• 106-38-7 para-bromotoluene 
• 103529-16-4 2-[(trimethylsilyl)ethynyl]aniline 
• 38175-73-4 1-bromo-2-(p-tolylethynyl)benzene 
• 29540-83-8 p-tolyl triflate 

Downstream Products

• 55577-25-8 2-(4-methylphenyl)-1H-indole 
• 90828-09-4 (E)-3-(4-methylbenzylidene)indolin-2-one 
• 1236003-88-5 (Z)-N,N-dimethyl-4-(4-methylbenzylidene)-4H-benzo[d][1,3]thiazin-2-amine 
• 1353883-63-2 N-benzyl-2,2,2-trifluoro-N'-(2-(p-tolylethynyl)phenyl)acetimidamide 
• 1353883-58-5 C₁₇H₁₁ClF₃N 
• 1380395-13-0 N-benzyl-2-((4-methylphenyl)ethynyl)aniline 
• 1380395-22-1 methyl 1-benzyl-2-(p-tolyl)-1H-indole-3-carboxylate 
• 1380395-35-6 ethyl 1-benzyl-2-p-tolyl-1H-indole-3-carboxylate 
• 1429782-51-3 (Z)-4-(4-methylbenzylidene)-4H-benzo[d][1,3]thiazine-2-thiol 
• 1236044-93-1 4-methyl-N-(2-(p-tolylethynyl)phenyl)benzenesulfonamide 
• 1558818-08-8 C₂₄H₂₀O₂ 
• 253435-19-7 2-(2-(4-methylphenyl)ethynyl)-1-iodobenzene 
• 1610555-78-6 4-butoxy-3-(4-methylphenyl)-2(1H)-quinolinone 

Relevant articles and documents

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.

Cascade Reactions Assisted by Microwave Irradiation: Ultrafast Construction of 2-Quinolinone-Fused γ-Lactones fromN-(o-Ethynylaryl)acrylamides and Formamide

An ultrafast (10 s) methodology to construct novel highly functionalized 2-quinolinones fromN-(o-ethynylaryl)acrylamides (1,7-enynes) is described for the first time. Microwave irradiation enabled the ultrafast synthesis of 2-quinolinone-fused γ-lactones from Fenton’s reagents in formamide. After six key consecutive reactions, including a diastereoselective step, 2-quinolinone-fused γ-lactones were obtained in good overall yield (up to 46%; 10 s).