24075-49-8

Basic information

• Product Name: 4,9-dimethyl-9H-carbazole
• Synonyms: 4,9-Dimethyl-9H-carbazole; 9H-carbazole, 4,9-dimethyl-; Carbazole, 4,9-dimethyl-
• CAS NO: 24075-49-8
• Molecular Formula: C₁₄H₁₃N
• Molecular Weight: 195.2597
• Mol File: 24075-49-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 354.6°C at 760 mmHg
• Flash Point: 168.3°C
• Density: 1.07g/cm³
• Vapor Pressure: 3.3E-05mmHg at 25°C
• Refractive Index: 1.611
• CAS DataBase Reference: 4,9-dimethyl-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4,9-dimethyl-9H-carbazole(24075-49-8)
• EPA Substance Registry System: 4,9-dimethyl-9H-carbazole(24075-49-8)

Safety Data

• Hazardous Substances Data: 24075-49-8(Hazardous Substances Data)

Upstream product

• 683799-95-3 1-methyl-2-(pent-4-enyl)-1H-indole 
• 683800-15-9 4,9-dimethyl-2,3,4,9-tetrahydro-1H-carbazole 
• 27421-51-8 1-methyl-1H-indole-2-carboxaldehyde 
• 1477-50-5 Indole-2-carboxylic acid 
• 1485-22-9 (1-methyl-1H-indol-2-yl)-methanol 
• 1305305-87-6 1-methyl-2-[(Z)-pent-1-en-3-ynyl]-1H-indole 
• 1202-04-6 indole-2-carboxylic acid methyl ester 
• 37493-34-8 methyl 1-methyl-1H-indole-2-carboxylate 
• 615-42-9 1,2-Diiodobenzene 
• 696-44-6 N-methyl-m-toluidine 
• 936252-69-6 2-(2-hydroxyethyl)-1-(p-toluenesulfonyl)-indole 
• 615-43-0 2-iodophenylamine 
• 16524-22-4 2-(m-tolylamino)benzoic acid 
• 61-68-7 mefenamic Acid 

Relevant articles and documents

Redox-neutral decarboxylative photocyclization of anthranilic acids

A mild metal-, catalyst-, and oxidant-free photoredox neutral system has been found to efficiently enable intramolecular decarboxylative cyclization of anthranilic acids. This facile protocol provides an alternative method for the synthesis of carbazoles. Mechanistic studies reveal a key photoinduced 6π-electrocyclization process and formic acid was released as the sole byproduct.

Photoinduced Cross-Coupling of Amines with 1,2-Diiodobenzene and Its Application in the Synthesis of Carbazoles

A facile and efficient process for the preparation of various tertiary aminobenzenes and carbazole derivatives via photoinduced cross-coupling of amines with 1,2-diiodobenzene is reported. Mechanistic investigations indicate that the transformation proceeds via nucleo-philic addition of an amine to the benzyne intermediate accompanied with a proton transfer process, followed by an oxidative cyclization of the generated diphenylamine to furnish the corresponding carbazole products.

Platinum-Catalyzed Intramolecular Alkylation of Indoles with Unactivated Olefins

Reaction of 1-methy-2-(4-pentenyl)indole (1) with a catalytic amount of PtCl2 (2 mol %) in dioxane that contained a trace of HCl (5 mol %) at 60 °C for 24 h led to the isolation of 4,9-dimethyl-2,3,4,9-tetrahydro-1H-carbazole (2) in 92% yield. Platinum-catalyzed cyclization of 2-(4-pentenyl)indoles tolerated substitution at each position of the 4-pentenyl chain. Furthermore, the protocol was applicable to the synthesis of tetrahydro-β-carbolinones and was effective for cyclization of unprotected indoles. 2-(3-Butenyl)indoles underwent platinum-catalyzed cyclization with exclusive 6-endo-trig regioselectivity. Mechanistic studies established a mechanism for the platinum-catalyzed cyclization of 2-alkenyl indoles involving nucleophilic attack of the indole on a platinum-complexed olefin. Copyright