22120-50-9

Basic information

• Product Name: 2,3-DIMETHYLINDOLINE
• Synonyms: 2,3-DIMETHYLINDOLINE;2,3-dihydro-2,3-dimethyl-1h-indol;2,3-dimethyl-2,3-dihydroindole;2,3-dimethyl-indolin
• CAS NO: 22120-50-9
• Molecular Formula: C₁₀H₁₃N
• Molecular Weight: 147.22
• Mol File: 22120-50-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 244.2°Cat760mmHg
• Flash Point: 100°C
• Appearance: /
• Density: 0.952g/cm³
• Vapor Pressure: 0.0308mmHg at 25°C
• Refractive Index: 1.514
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 5.31±0.60(Predicted)
• CAS DataBase Reference: 2,3-DIMETHYLINDOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIMETHYLINDOLINE(22120-50-9)
• EPA Substance Registry System: 2,3-DIMETHYLINDOLINE(22120-50-9)

Safety Data

• Hazardous Substances Data: 22120-50-9(Hazardous Substances Data)

Usage

General Description

2,3-DIMETHYLINDOLINE is a colorless to light yellow liquid that is used primarily as a reactive intermediate in the production of organic compounds. It is a heterocyclic compound with a bicyclic structure, containing both a benzene ring and a five-membered nitrogen-containing ring. It is commonly used in the synthesis of pharmaceuticals, dyes, and other organic compounds. 2,3-DIMETHYLINDOLINE is also known for its potential use as a corrosion inhibitor and as a photochemical precursor for the production of polymers. The compound is considered to have low toxicity and is not known to have any adverse effects on human health or the environment when used according to standard safety precautions.

InChI:InChI=1/C10H13N/c1-7-8(2)11-10-6-4-3-5-9(7)10/h3-8,11H,1-2H3

Upstream product

• 10276-90-1 (+/-)-2,3-dimethylindoline 
• 91-55-4 2,3-dimethylindole 
• 6067-44-3 1-(2-methylprop-1-en-1-yl)-2-nitrobenzene 
• 126920-20-5 trans-1-Benzyl-2,3-dimethyl-2,3-dihydroindole 

Downstream Products

• 91-55-4 2,3-dimethylindole 
• 168045-54-3 2,3-dimethylindolinyl 4-nitrophenyl ketone 
• 17017-60-6 2,3-dimethyl-1-(phenylmethyl)-1H-indole 
• 1416913-40-0 1-(4-methoxybenzyl)-2,3-dimethyl-1H-indole 
• 168048-76-8 4-aminophenyl 2,3-dimethylindolinyl ketone 
• 94460-78-3 cis-2,3-dimethyl-1-(phenylsulfonyl)indoline 
• 126535-39-5 2,3-Dimethyl-2,3-dihydro-indole-1-carbonyl chloride 

Relevant articles and documents

Kinetic Resolution of 2-Substituted Indolines by N-Sulfonylation using an Atropisomeric 4-DMAP-N-oxide Organocatalyst

The first catalytic kinetic resolution by N-sulfonylation is described. 2-Substituted indolines are resolved (s=2.6–19) using an atropisomeric 4-dimethylaminopyridine-N-oxide (4-DMAP-N-oxide) organocatalyst. Use of 2-isopropyl-4-nitrophenylsulfonyl chloride is critical to the stereodiscrimination and enables facile deprotection of the sulfonamide products with thioglycolic acid. A qualitative model that accounts for the stereodiscrimination is proposed.

Deoxygenation Reactions of ortho-Nitrostyrenes with Carbon Monoxide Catalysed by Metal Carbonyls: a New Route to Indoles

The metal carbonyls Fe(CO)5, Ru3(CO)12, and Rh6(CO)16 are catalysts for the deoxygenation of ortho-nitrostyrenes under carbon monoxide pressure to give indole derivatives; the crystal structure of a non-catalytically active rhodium complex obtained during the synthesis of (5e) is reported.