26216-93-3

Basic information

• Product Name: 1,2-Dimethyl-2,3-dihydro-1H-indole
• Synonyms: 1,2-Dimethyl-2,3-dihydro-1H-indole;1,2-Dimethylindoline;2,3-Dihydro-1,2-dimethyl-1H-indole
• CAS NO: 26216-93-3
• Molecular Formula: C₁₀H₁₃N
• Molecular Weight: 147.22
• Mol File: 26216-93-3.mol
• Article Data: 21

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Dimethyl-2,3-dihydro-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Dimethyl-2,3-dihydro-1H-indole(26216-93-3)
• EPA Substance Registry System: 1,2-Dimethyl-2,3-dihydro-1H-indole(26216-93-3)

Safety Data

• Hazardous Substances Data: 26216-93-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 46, p. 3575, 1981 DOI: 10.1021/jo00330a050

Upstream product

• 875-79-6 1,2-dimethylindole 
• 110556-02-0 1,1,2-trimethyl-indolinium; hydroxide 
• 62058-93-9 1,1,2-trimethyl-indolinium; iodide 
• 6872-06-6 2-methyl indoline 
• 74-88-4 methyl iodide 
• 6628-07-5 N-allyl-N-methylaniline 
• 7647-01-0 hydrogenchloride 
• 50-00-0 formaldehyd 
• 917377-80-1 2-methylindoline allyl carbamate 
• 67-68-5 dimethyl sulfoxide 
• 95-20-5 2-methyl-1H-indole 
• 124-38-9 carbon dioxide 
• 64-18-6 formic acid 
• 274-07-7 benzo[1,3,2]dioxaborole 

Downstream Products

• 887690-37-1 1,2-dimethyl-indoline-5-carbaldehyde 
• 62058-93-9 1,1,2-trimethyl-indolinium; iodide 
• 87401-40-9 1,2-dimethyl-octahydro-indole 
• 87926-14-5 2-propyl-N-methyl-aniline 
• 87401-40-9 (+/-)-1,2ξ-dimethyl-(3ar,7at)-octahydro-indole 
• 875-79-6 1,2-dimethylindole 

Relevant articles and documents

Dirhodium-Catalyzed Chemo-and Site-Selective C-H Amidation of N, N-Dialkylanilines

A method for dirhodium-catalyzed C(sp 3)-H amidation of N, N-dimethylanilines was developed. Chemoselective C(sp 3)-H amidation of N-methyl group proceeded exclusively in the presence of C(sp 2)-H bonds of the electron-rich aromatic ring. Site-selective C(sp 3)-H amidation proceeded exclusively at the N-methyl group of N-methyl-N-Alkylaniline derivatives with secondary, tertiary, and benzylic C(sp 3)-H bonds α to a nitrogen atom.

Selective C-H Olefination of Indolines (C5) and Tetrahydroquinolines (C6) by Pd/S,O-Ligand Catalysis

Herein, we report a highly selective C-H olefination of directing-group-free indolines (C5) and tetrahydroquinolines (C6) by Pd/S,O-ligand catalysis. In the presence of the S,O-ligand, a wide range of challenging indolines, tetrahydroquinolines, and olefins was efficiently olefinated under mild reaction conditions. The synthetic potential of this methodology was demonstrated by the efficient olefination of several indoline-based natural products.

Diverse catalytic reactivity of a dearomatized PN3P?-nickel hydride pincer complex towards CO2 reduction

A dearomatized PN3P?-nickel hydride complex has been prepared using an oxidative addition process. The first nickel-catalyzed hydrosilylation of CO2 to methanol has been achieved, with unprecedented turnover numbers. Selective methylation and formylation of amines with CO2 were demonstrated by such a PN3P?-nickel hydride complex, highlighting its versatile functions in CO2 reduction.