4375-15-9

Basic information

• Product Name: 3-Methyl-2,3-dihydro-1H-indole
• Synonyms: 2,3-Dihydro-3-methyl-1H-indole;3-Methyl-2,3-dihydro-1H-indole;3-Methyl Indoline;2,3-Dihydro-3-methylindole;3-METHYL-2,3-DIHYDROINDOLE-HCl;3-Methyl-2,3-dihydroindole hydrochloride
• CAS NO: 4375-15-9
• Molecular Formula: C₉H₁₁N
• Molecular Weight: 133.1903
• Mol File: 4375-15-9.mol
• Article Data: 53

Chemical Properties

• Melting Point: 124.5 °C
• Boiling Point: 206.8 °C at 760 mmHg
• Flash Point: 78.2 °C
• Appearance: /
• Density: 0.989 g/cm³
• Vapor Pressure: 0.233mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: 2-8°C(protect from light)
• PKA: 5.24±0.40(Predicted)
• CAS DataBase Reference: 3-Methyl-2,3-dihydro-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyl-2,3-dihydro-1H-indole(4375-15-9)
• EPA Substance Registry System: 3-Methyl-2,3-dihydro-1H-indole(4375-15-9)

Safety Data

• Hazardous Substances Data: 4375-15-9(Hazardous Substances Data)

Usage

General Description

3-Methyl-2,3-dihydro-1H-indole is a chemical compound with the molecular formula C 9 H 11 N. It is a derivative of the indole class of compounds, which are commonly found in plant-based materials and have various biological activities. 3-Methyl-2,3-dihydro-1H-indole is often used in the synthesis of pharmaceuticals and other organic compounds, as it can serve as a building block for more complex molecules. It has also been studied for its potential pharmacological properties, including its effects on the central nervous system. Additionally, 3-Methyl-2,3-dihydro-1H-indole has been identified as a component in the aroma profile of certain natural products, such as essential oils and fragrance compounds. Overall, this chemical has a range of potential applications and is of interest in both the scientific and industrial communities.

InChI:InChI=1/C9H11N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-5,7,10H,6H2,1H3

Upstream product

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• 4165-61-1 aniline-d5 
• 1380442-07-8 N-allyl-2,3,4,5,6-pentadeuterioaniline 
• 589-09-3 N-allyl-N-phenylamine 
• 5311-88-6 propanal N-phenylhydrazone 
• 62-53-3 aniline 
• 159766-59-3 N,N-diallyl-(2-bromophenyl)amine 
• 615-36-1 2-bromoaniline 

Downstream Products

• 37865-94-4 3-methyl-octahydro-indole 
• 643-28-7 2-isopropylaniline 
• 21874-23-7 (3-methylindolin-1-yl)(phenyl)methanone 
• 210702-64-0 [(S)-3-Methyl-1-(3-methyl-2,3-dihydro-indole-1-carbonyl)-butyl]-carbamic acid benzyl ester 
• 210702-63-9 [(S)-1-Methyl-2-(3-methyl-2,3-dihydro-indol-1-yl)-2-oxo-ethyl]-carbamic acid benzyl ester 
• 66624-44-0 1-chloroacetyl-3-methyl-2,3-dihydro-indole 
• 866210-92-6 (2S,3S)-3-(3-fluorophenyl)-3-(3-methyl-2,3-dihydro-1H-indol-1-yl)propane-1,2-diol 
• 1294041-94-3 N-cyclohexyl-3-methylindoline-1-carboxamide 
• 1361029-53-9 1-(3-methyl-1H-indol-1-yl)-2-phenylprop-2-en-1-one 
• 1361029-54-0 2-(4-methoxyphenyl)-1-(3-methyl-1H-indol-1-yl)prop-2-en-1-one 
• 1361029-63-1 2-(4-methoxyphenyl)-9-methyl-3H-pyrrolo[1,2-a]indol-3-one 
• 1361029-72-2 (Z)-methyl 3-(3-methyl-1H-indol-2-yl)-2-phenylacrylate 
• 1361029-73-3 (Z)-methyl 2-(4-methoxyphenyl)-3-(3-methyl-1H-indol-2-yl)acrylate 
• 60782-00-5 9-methyl-2-phenyl-3H-pyrrolo[1,2-a]indol-3-one 

Relevant articles and documents

MILD REDUCTION OF INDOLES TO INDOLINES WITH ZINC BOROHYDRIDE

Mild reduction of indoles to indolines was achieved by using zinc borohydride as a neutral reducing agent.

Stereospecific N-acylation of indoles and corresponding microwave mediated synthesis of pyrazinoindoles using hexafluoroisopropanol

We envisioned a facile construction of diversified pyrazinoindoles by using 1,1,1,3,3,3-Hexafluoroisopropanol (HFIP) as the solvent and catalyst, hence eliminating metal catalyzed routes for its development. The process is facilitated by HFIP that has emerged as a powerful tool for development of novel fused heterocycles. This cascade approach blends the asymmetric N-acylation with consecutive intramolecular cyclisation via Pictet-Spengler reaction as an efficient tool forming overall two stereogenic centers. Our approach deals with incorporation of L-amino acid on substituted indoles to provide the chiral N-acylated indole precursor followed by cyclisation to access pyrazinoindole derivatives in high enantiomeric excess up to >99% in good to excellent yields, which have great potential as molecular scaffolds in drug discovery. We have also described the mechanistic course of the reaction based on density functional theory.

Hydrogenation or Dehydrogenation of N-Containing Heterocycles Catalyzed by a Single Manganese Complex

A highly chemoselective base-metal catalyzed hydrogenation and acceptorless dehydrogenation of N-heterocycles is presented. A well-defined Mn complex operates at low catalyst loading (as low as 2 mol %) and under mild reaction conditions. The described catalytic system tolerates various functional groups, and the corresponding reduced heterocycles can be obtained in high yields. Experimental studies indicate a metal-ligand cooperative catalysis mechanism.