10299-63-5

Basic information

• Product Name: 2,3,4-trimethyl-1H-indole
• Synonyms: 2,3,4-Trimethylindole; Indole, 2,3,4-trimethyl-
• CAS NO: 10299-63-5
• Molecular Formula: C₁₁H₁₃N
• Molecular Weight: 159.2276
• Mol File: 10299-63-5.mol

Chemical Properties

• Boiling Point: 303.1°C at 760 mmHg
• Flash Point: 129.9°C
• Density: 1.056g/cm³
• Vapor Pressure: 0.0017mmHg at 25°C
• Refractive Index: 1.62
• CAS DataBase Reference: 2,3,4-trimethyl-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-trimethyl-1H-indole(10299-63-5)
• EPA Substance Registry System: 2,3,4-trimethyl-1H-indole(10299-63-5)

Safety Data

• Hazardous Substances Data: 10299-63-5(Hazardous Substances Data)

Upstream product

• 10299-61-3 2,4-dimethyl-1H-indole 
• 124-38-9 carbon dioxide 
• 637-04-7 (3-methylphenyl)hydrazine hydrochloride 
• 78-93-3 butanone 

Relevant articles and documents

Palladium-catalyzed dearomative allylation of indoles with cyclopropyl acetylenes: access to indolenine derivatives

A palladium-catalyzed redox-neutral allylic alkylation of indoles with cyclopropyl acetylenes has been disclosed. Various 1,3-diene indolenine framework bearing a quaternary stereocenter at the C3 position were synthesized straightforwardly in good to excellent yields with high regio- and stereoselectivities. The reaction could be further expanded to the dearomatization of naphthols to synthesize functionalized cyclohexadienones with 1,3-diene motifs. The reaction exhibited high atom economy and good functional group tolerance.

Catalytic methylation of C-H bonds using CO2 and H2

Formation of C-C bonds from CO2 is a much sought after reaction in organic synthesis. To date, other than C-H carboxylations using stoichiometric amounts of metals, base, or organometallic reagents, little is known about C-C bond formation. In fact, to the best of our knowledge no catalytic methylation of C-H bonds using CO2 and H2 has been reported. Described herein is the combination of CO2 and H2 for efficient methylation of carbon nucleophiles such as indoles, pyrroles, and electron-rich arenes. Comparison experiments which employ paraformaldehyde show similar reactivity for the CO2/H2 system. Capturing: Carbon dioxide in the presence of H2 is shown to be an efficient methylating reagent for carbon nucleophiles such as 2-substituted indoles, pyrroles, and electron-rich arenes. Experimental data support the formal capture of formaldehyde. acac=acetylacetonate, triphos=1,1,1-tris(diphenylphosphinomethyl)ethane.