54655-08-2

Basic information

• Product Name: DIMETHYL-(2-PHENYLETHYNYL-PHENYL)-AMINE
• Synonyms: DIMETHYL-(2-PHENYLETHYNYL-PHENYL)-AMINE;N,N-diMethyl-2-(phenylethynyl)aniline
• CAS NO: 54655-08-2
• Molecular Formula: C₁₆H₁₅N
• Molecular Weight: 221.297
• Mol File: 54655-08-2.mol
• Article Data: 24

Chemical Properties

• Appearance: /
• CAS DataBase Reference: DIMETHYL-(2-PHENYLETHYNYL-PHENYL)-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: DIMETHYL-(2-PHENYLETHYNYL-PHENYL)-AMINE(54655-08-2)
• EPA Substance Registry System: DIMETHYL-(2-PHENYLETHYNYL-PHENYL)-AMINE(54655-08-2)

Safety Data

• Hazardous Substances Data: 54655-08-2(Hazardous Substances Data)

Upstream product

• 698-00-0 2-bromo-N,N-dimethylaniline 
• 536-74-3 phenylacetylene 
• 591-50-4 iodobenzene 
• 58105-38-7 O-benzoyl N,N-dimethylhydroxylamine 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 219605-52-4 2′-N,N-dimethylaminophenylacetylene 
• 219605-51-3 N,N-dimethyl-2-((trimethylsilyl)ethynyl)benzenamine 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 698-02-2 N,N-dimethyl-o-iodoaniline 
• 764-93-2 1-decyne 

Downstream Products

• 862604-46-4 (CH₃)2NC₆H₄CSn(C₄H₉)3CHC₆H₅ 
• 1218812-66-8 CHF₃O₃S*C₁₆H₁₅N 
• 1218812-65-7 CF₃O₃S^(1-)*C₁₆H₁₆N⁽¹⁺⁾ 
• 3558-28-9 1,3-dimethyl-2-phenyl-1H-indole 
• 58863-86-8 1-methyl-3-(1-methyl-2-phenylindol-3-yl)-2-phenylindole 
• 1445138-66-8 1-methyl-2-phenyl-3-(p-tolylethynyl)-1H-indole 
• 1445138-67-9 C₂₃H₁₆FN 
• 1175540-19-8 C₂₄H₁₉NO 
• 1445138-68-0 C₂₄H₁₉N 
• 1445138-69-1 C₂₄H₁₉NO 
• 87613-34-1 1-methyl-2-phenyl-1H-indole-3-carbonitrile 
• 1618087-07-2 5-methyl-6,11-diphenyl-5H-indeno[1,2-c]quinoline 
• 1618087-13-0 6-(4-methoxyphenyl)-5-methyl-11-phenyl-5H-indeno[1,2-c]quinoline 
• 1618087-14-1 6-(4-(tert-butyl)phenyl)-5-methyl-11-phenyl-5H-indeno[1,2-c]quinoline 

Relevant articles and documents

Au-promoted Pd-catalyzed arylative cyclization of N,N-dimethyl-o-alkynylaniline with aryl iodides: Access to 2,3-diaryl indoles and mechanistic insight

We have developed a Au-promoted Pd-catalyzed cyclization/cross-coupling of N,N-dimethyl-o-alkynylaniline with aryl iododes to synthesize 2,3-diarylindoles under mild and base-free conditions. A related vinyl-Au species has been isolated through Au-promoted cyclization of N,N-dimethyl-o-alkynylaniline and structurally characterized. Further study on its reactivity suggests the vinyl-Au species might be out of catalytic cycle, and PhPd(OTf)(PPh3)2 is probably the reaction intermediate.

Metal-Free and syn-Selective Hydrohalogenation of Alkynes through a Pseudo-Intramolecular Process

A new metal-free hydrohalogenation method for alkynes has been developed, which proceeds through a pseudo-intramolecular process. In this reaction, ethynylaniline serves as a substrate to quantitatively form an anilinium salt upon treatment with hydrochloric acid. The spatial proximity facilitates the efficient electrophilic addition of HCl to the ethynyl group in syn-mode, affording the corresponding chloroalkene without overaddition. This protocol was applied to HBr and HI, and the corresponding bromo- and iodoalkenes were obtained, respectively. The obtained chloroalkene was converted to tri-substituted alkenes possessing different aryl/alkynyl groups through Pd-catalyzed cross-coupling reactions.

Palladium-Catalyzed Synthesis of 2,3-Diaryl- N-methylindoles from ortho-Alkynylanilines and Aryl Pinacol Boronic Esters

A palladium-catalyzed synthesis of 2,3-diaryl-N-methylindoles from o-alkynylanilines and aryl pinacol boronic esters was developed. The system possesses high functional group tolerance and a broad substrate scope with a variety of aryl pinacol boronic est