65826-95-1

Basic information

• Product Name: 5-METHYLINDOLINE
• Synonyms: 5-METHYL-2,3-DIHYDRO-1H-INDOLE;5-METHYLINDOLINE;2,3-Dihydro-5-methyl-1H-indole;5-Methyl-2,3-dihydro-1H-indole≥ 98% (HPLC)
• CAS NO: 65826-95-1
• Molecular Formula: C₉H₁₁N
• Molecular Weight: 133.19
• Mol File: 65826-95-1.mol
• Article Data: 30

Chemical Properties

• Boiling Point: 241℃
• Flash Point: 104℃
• Appearance: /
• Density: 1,03 g/cm3
• Vapor Pressure: 0.037mmHg at 25°C
• Refractive Index: 1.5750-1.5790
• Storage Temp.: 2-8°C(protect from light)
• PKA: 5.85±0.20(Predicted)
• CAS DataBase Reference: 5-METHYLINDOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYLINDOLINE(65826-95-1)
• EPA Substance Registry System: 5-METHYLINDOLINE(65826-95-1)

Safety Data

• Hazard Codes: T,N
• Statements: 36/37/38-51/53-25
• Safety Statements: 26-36/37/39-61-45
• Hazardous Substances Data: 65826-95-1(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow liquid

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

Upstream product

• 500227-35-0 5-methyl-1-trifluoromethanesulfonyl-2,3-dihydro-1H-indole 
• 614-96-0 5-methyl-1H-indole 
• 52163-09-4 acetaldehyde p-tolylhydrazone 
• 539-44-6 N-4-methylphenylhydrazine 
• 1309978-90-2 5-methylindoline-1-carbaldehyde 

Downstream Products

• 1233701-24-0 5-methyl-1-[(2-nitrophenyl)sulfonyl]indoline 
• 614-96-0 5-methyl-1H-indole 
• 179024-62-5 1-(5-methyl-2,3-dihydro-1H-indol-7-yl)-1-phenylmethanone 
• 925916-15-0 4-(5-methyl-3-indolyl)-2-butanone 
• 4630-20-0 3-Methyl-9H-carbazole 
• 608-05-9 5-methyl-indole-2,3-dione 

Relevant articles and documents

Pd/C-Catalyzed transfer hydrogenation ofN-H indoles with trifluoroethanol and tetrahydroxydiboron as the hydrogen source

Under the guidance of the known mechanism of the hydrogenation of indoles and transfer hydrogenation with tetrahydroxydiboron (B2(OH)4), Pd/C catalyzed transfer hydrogenation ofN-H indoles with trifluoroethanol and tetrahydroxydiborane as the hydrogen source has been developed. This provides an efficient strategy and catalytic system for the reduction of un-activatedN-H indoles, andN-H indolines are obtained with good to excellent yields. In addition, a series of the isotopic labelling experiments were carried out to probe the mechanism.

Covalent Organic Frameworks toward Diverse Photocatalytic Aerobic Oxidations

Photoactive two-dimensional covalent organic frameworks (2D-COFs) have become promising heterogenous photocatalysts in visible-light-driven organic transformations. Herein, a visible-light-driven selective aerobic oxidation of various small organic molecules by using 2D-COFs as the photocatalyst was developed. In this protocol, due to the remarkable photocatalytic capability of hydrazone-based 2D-COF-1 on molecular oxygen activation, a wide range of amides, quinolones, heterocyclic compounds, and sulfoxides were obtained with high efficiency and excellent functional group tolerance under very mild reaction conditions. Furthermore, benefiting from the inherent advantage of heterogenous photocatalysis, prominent sustainability and easy photocatalyst recyclability, a drug molecule (modafinil) and an oxidized mustard gas simulant (2-chloroethyl ethyl sulfoxide) were selectively and easily obtained in scale-up reactions. Mechanistic investigations were conducted using radical quenching experiments and in situ ESR spectroscopy, all corroborating the proposed role of 2D-COF-1 in photocatalytic cycle.

Indoline Catalyzed Acylhydrazone/Oxime Condensation under Neutral Aqueous Conditions

Acylhydrazones formation has been widely applied in materials science and biolabeling. However, their sluggish condensation rate under neutral conditions limits its application. Herein, indolines with electron-donating groups are reported as a new catalyst scaffold, which can catalyze acylhydrazone, hydrazone, and oxime formation via an iminium ion intermediate. This new type of catalyst showed up to 15-fold rate enhancement over the traditional anilinecatalyzed reaction at neutral conditions. The identified indoline catalyst was successfully applied in hydrogel formation.