219605-51-3

Basic information

• Product Name: Benzenamine, N,N-dimethyl-2-[(trimethylsilyl)ethynyl]-
• CAS NO: 219605-51-3
• Molecular Formula: C13H19NSi
• Molecular Weight: 217.386
• Mol File: 219605-51-3.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Benzenamine, N,N-dimethyl-2-[(trimethylsilyl)ethynyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, N,N-dimethyl-2-[(trimethylsilyl)ethynyl]-(219605-51-3)
• EPA Substance Registry System: Benzenamine, N,N-dimethyl-2-[(trimethylsilyl)ethynyl]-(219605-51-3)

Safety Data

• Hazardous Substances Data: 219605-51-3(Hazardous Substances Data)

Upstream product

• 698-00-0 2-bromo-N,N-dimethylaniline 
• 1066-54-2 trimethylsilylacetylene 
• 698-02-2 N,N-dimethyl-o-iodoaniline 

Downstream Products

• 54655-08-2 N,N-dimethyl-2-(2-phenylethynyl)aniline 
• 62167-04-8 2-((4-methoxyphenyl)ethynyl)-N,N-dimethylaniline 
• 54655-09-3 N,N-dimethyl-2-(4-methylphenylethynyl)aniline 
• 603-76-9 1-methylindole 
• 1258410-56-8 2-((2-((4-bromophenyl)ethynyl)phenyl)ethynyl)-N,N-dimethylbenzenamine 

Relevant articles and documents

Intramolecular Addition of a Dimethylamino C(sp 3)-H Bond across C-C Triple Bonds Using IrCl(DTBM-SEGPHOS)(ethylene) Catalyst: Synthesis of Indoles from 2-Alkynyl- N -methylanilines

Intramolecular addition of a C(sp 3)-H bond of the dimethylamino group across the C-C triple bond in 2-alkynyl- N, N -dimethylanilines is effectively catalyzed by a new iridium complex, IrCl(DTBM-SEGPHOS)(C 2H 4), in mesitylene at 150 °C. The intramolecular C(sp 3)-H addition is followed by double-bond isomerization to afford 3-substituted indoles in good to high yields.

5, 10-dihydroindolo [3, 2-b] indole derivative and synthesis method and application thereof

The invention discloses a synthesis method of a 5, 10-dihydroindolo [3, 2-b] indole derivative, the method comprises the following steps: mixing a 2-((2-halogen phenyl) ethynyl)-N, N-dimethylaniline derivative (II), N, N-di-tert-butyl diazacycloketone (III), a palladium catalyst, a monophosphine ligand, alkali and a first organic solvent, and carrying out a diamidation reaction under the protection of inert gas to realize the synthesis of the 5, 10-dihydroindolo [3, 2-b] indole derivative(I). The method is easy to operate, mild in reaction condition and high in reaction yield, and the synthesized 5, 10-dihydroindolo [3, 2-b] indole derivative can be used for preparing an organic light-emitting device.

Pd-Catalyzed Indolization/peri-C–H Annulation/N-Dealkylation Cascade to Cyclopenta-Fused Acenaphtho[1,2-b]indole Scaffold

A novel Pd-catalyzed cascade reaction of N,N-dialkyl-substituted o-alkynylanilines involving an indolization/peri-C–H annulation/N-dealkylation sequence has been developed to construct a cyclopenta-fused acenaphtho[1,2-b]indole (ANI) scaffold. A variety of aromatic hydrocarbons having a peri-C–H bond at the alkynyl terminus, such as naphthalene, phenanthrene, pyrene, and fluoranthene, were employed, affording the corresponding π-extended ANI derivatives. The ANI molecules showed relatively narrow energy gaps by increasing HOMOs and lowering LUMOs, implying their potential applications as π-segments in low-band-gap materials.