823809-34-3

Basic information

• Product Name: Benzenamine, 2-[(1E)-2-(4-methylphenyl)ethenyl]- (9CI)
• Synonyms: Benzenamine, 2-[(1E)-2-(4-methylphenyl)ethenyl]- (9CI)
• CAS NO: 823809-34-3
• Molecular Formula: C₁₅H₁₅N
• Molecular Weight: 209.2863
• Product Categories: METHYL
• Mol File: 823809-34-3.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzenamine, 2-[(1E)-2-(4-methylphenyl)ethenyl]- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 2-[(1E)-2-(4-methylphenyl)ethenyl]- (9CI)(823809-34-3)
• EPA Substance Registry System: Benzenamine, 2-[(1E)-2-(4-methylphenyl)ethenyl]- (9CI)(823809-34-3)

Safety Data

• Hazardous Substances Data: 823809-34-3(Hazardous Substances Data)

Upstream product

• 615-36-1 2-bromoaniline 
• 62-53-3 aniline 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 59-88-1 phenylhydrazine hydrochloride 
• 72316-17-7 (E)-2-(4-methylphenyl)ethenylboronic acid 
• 552-89-6 2-nitro-benzaldehyde 
• 2378-86-1 4-methylbenzyltriphenylphosphonium bromide 
• 823809-32-1 (E)-1-(2-nitrostyryl)-4-methylbenzene 

Downstream Products

• 823809-36-5 trans-N-{2-[2-(4-methylphenyl)ethenyl]phenyl}aminoacetic acid 
• 1054567-01-9 1-azido-2-((E)-4-methylstyryl)benzene 
• 1260104-31-1 trans-methyl N-{2-[2-(4-methylphenyl)ethenyl]phenyl}amino-(α-phenyl)acetate 
• 1260104-29-7 trans-ethyl N-{2-[2-(4-methylphenyl)ethenyl]phenyl}aminoacetate 
• 1260104-30-0 trans-ethyl N-{2-[2-(4-methylphenyl)ethenyl]phenyl}amino-(α-methyl)acetate 
• 1621417-00-2 2-{2-[(E)-2-(4-methylphenyl)ethenyl]phenylamino}-1,4-naphthoquinone 
• 1022-86-2 2-benzoylindole 
• 1026-22-8 (4-chlorophenyl)(1H-indol-2-yl)methanone 
• 89671-78-3 (4-bromophenyl)(1H-indol-2-yl)methanone 
• 1026-21-7 (1H-indol-2-yl)(4-methyphenyl)methanone 
• 55577-25-8 2-(4-methylphenyl)-1H-indole 

Relevant articles and documents

DMSO/SOCl2-mediated C(sp2)-H amination: Switchable synthesis of 3-unsubstituted indole and 3-methylthioindole derivatives

The reaction of 2-alkenylanilines with SOCl2 in DMSO was found to selectively afford 3-unsubstituted indoles and 3-methylthioindoles. This switchable approach was found to be temperature-dependent: at room temperature, the reaction afforded 3-unsubstituted indoles through intramolecular cyclization and elimination; while at higher temperature, the reaction gave 3-methylthioindoles via further electrophilic methylthiolation.

Metal-Free Activation of DMF by Dioxygen: A Cascade Multiple-Bond-Formation Reaction to Synthesize 3-Acylindoles from 2-Alkenylanilines

A cascade C?N, C?C and C?O multiple-bond-formation reaction to synthesize 3-acylindoles from 2-alkenylanilines with DMF (N,N-dimethylformamide) as a one-carbon synthon is described. This approach employed dioxygen as a terminal oxidant and oxygen donor, generally provided the 3-acylindoles in moderate to good yields. Moreover, the mechanistic investigation unambiguously revealed that the 2-carbon of 3-acylindole was derived from the N-methyl group of DMF. (Figure presented.).

Silver(I)-mediated C-H amination of 2-alkenylanilines: Unique solvent-dependent migratory aptitude

A highly effective silver(I)-mediated C-H amination of 2-alkenylanilines has been developed to afford a diverse range of substituted indoles. High functional group tolerance, broad substrate scope, simple/fast/high-yielding reaction, and recovery/reuse of the inexpensive silver oxidant are noteworthy. Furthermore, an uncommon migratory process of β-monosubstituted 2-alkenylanilines with solvent-dependence was demonstrated.