24075-48-7

Basic information

• Product Name: 3,9-dimethyl-9H-carbazole
• Synonyms: 3,9-Dimethyl-9H-carbazole; 9H-Carbazole, 3,9-dimethyl-
• CAS NO: 24075-48-7
• Molecular Formula: C₁₄H₁₃N
• Molecular Weight: 195.2597
• Mol File: 24075-48-7.mol
• Article Data: 12

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: 3,9-dimethyl-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3,9-dimethyl-9H-carbazole(24075-48-7)
• EPA Substance Registry System: 3,9-dimethyl-9H-carbazole(24075-48-7)

Safety Data

• Hazardous Substances Data: 24075-48-7(Hazardous Substances Data)

Upstream product

• 4630-20-0 3-Methyl-9H-carbazole 
• 77-78-1 dimethyl sulfate 
• 21240-56-2 9-methyl-9H-carbazole-3-carbaldehyde 
• 144463-81-0 allyl N-methyl-N-(4-methylphenyl)anthranilate 
• 182871-38-1 (2-Cyclohex-2-enyl-4-methyl-phenyl)-methyl-amine 
• 144463-78-5 N-methyl-N-(4-methylphenyl)anthranilic acid 
• 1484-12-4 N-methylcarbazole 
• 1158986-73-2 C₁₆H₁₉NO₂ 
• 1158986-67-4 1-methyl-2-(3-methyl-3-butenyl)-1H-indole 
• 64-19-7 acetic acid 
• 38158-65-5 N,4-dimethyl-N-phenylaniline 
• 624-31-7 4-tolyl iodide 
• 100-61-8 N-methylaniline 
• 1367627-10-8 (cyclohexa-1,5-dien-1-yloxy)triethylsilane 

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.

Pd-Catalyzed Intramolecular Chemoselective C(sp2)-H and C(sp3)-H Activation of N-Alkyl- N-arylanthranilic Acids

A controllable palladium-catalyzed intramolecular C-H activation of N-alkyl-N-arylanthranilic acids has been developed. The methodology allows selective synthesis of 1,2-dihydro-(4H)-3,1-benzoxazin-4-ones and carbazoles from the same starting materials and palladium catalyst. The selectivity is controlled by the oxidant. Silver oxide promotes C(sp3)-H activation/C-O cyclization to provide 1,2-dihydro-(4H)-3,1-benzoxazin-4-ones, while copper acetate contributes to C(sp2)-H activation/decarboxylative arylation to afford carbazoles. This protocol is demonstrated by its wide substrate scope and good functional group tolerance.

Copper(II) catalyzed aromatization of tetrahydrocarbazole: An unprecedented protocol and its utility towards the synthesis of carbazole alkaloids

An efficient protocol for the aromatization of tetrahydrocarbazole is described by using catalytic copper(II) chloride dihydrate in DMSO. This newly established methodology has utilized towards the synthesis of naturally occurring carbazole alkaloids, namely 3-methylcarbazole, 3-formyl carbazole, glycozoline, glycozolicine and clauszoline-K. In addition, the protocol is generalized for the aromatization of N-substituted tetrahydrocarbazole, 1,2,3,4-tetrahydroquinoline, 1,2,3,4-tetrahydroisoquinoline and 1,2,3,4-tetrahydro β-carboline to give the corresponding heteroaromatic compounds from very good to excellent yield. Moreover, this method has been proven to be tolerant to a broad range of functional groups with excellent yields.