18992-67-1

Basic information

• Product Name: 1,2-dimethyl-9H-carbazole
• Synonyms: 19-Dimethyl-9H-carbazole
• CAS NO: 18992-67-1
• Molecular Formula: C₁₄H₁₃N
• Molecular Weight: 195.2597
• Mol File: 18992-67-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 387.9°C at 760 mmHg
• Flash Point: 173.4°C
• Density: 1.158g/cm³
• Vapor Pressure: 7.11E-06mmHg at 25°C
• Refractive Index: 1.712
• CAS DataBase Reference: 1,2-dimethyl-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dimethyl-9H-carbazole(18992-67-1)
• EPA Substance Registry System: 1,2-dimethyl-9H-carbazole(18992-67-1)

Safety Data

• Hazardous Substances Data: 18992-67-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 84, p. 94, 1962 DOI: 10.1021/ja00860a022Tetrahedron, 44, p. 5215, 1988 DOI: 10.1016/S0040-4020(01)86029-4Tetrahedron Letters, 27, p. 1939, 1986 DOI: 10.1016/S0040-4039(00)84417-2

Upstream product

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• 78-94-4 methyl vinyl ketone 
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• 822-87-7 2-Chlorocyclohexanone 
• 854826-22-5 7,8-dimethyl-2,3,4,9-tetrahydro-carbazol-1-one 
• 120-72-9 indole 
• 3230-69-1 3-methyl-1-penten-4-yn-3-ol 
• 31951-75-4 4-(1H-indol-3-yl)-but-3-en-2-one 
• 5541-89-9 4-(1H-indol-3-yl)-2-butanone 

Relevant articles and documents

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Regioselective Cyclization of (Indol-3-yl)pentyn-3-ols as an Approach to (Tetrahydro)carbazoles

An acid-catalyzed, highly regioselective cycloisomerization as well as dehydro-cyclization of (indol-3-yl)pentyn-3-ols has been reported for the selective synthesis of tetrahydrocarbazoles and carbazoles. This process is mild and found to be very general in terms of structural diversity of substrates. Utilizing the strategy, an efficient synthetic approach for the functionalized frameworks of carbazomycins A-D has also been developed.

Ruthenium-Catalyzed Cascade Annulation of Indole with Propargyl Alcohols

Cascade transformations forming multiple bonds and one-pot procedures provide rapid access to natural-product-like scaffolds from simple precursors. These atom-economic processes are valuable tools in organic synthesis and drug discovery. Herein, we report on ruthenium-catalyzed cascade annulations of indole with readily available propargyl alcohols. These provide rapid access to diverse carbazoles, cyclohepta[b]indoles, and further fused polycycles with high selectivity. A bifunctional ruthenium complex featuring a redox-coupled cyclopentadienone ligand acts as a common catalyst for the different cascade processes.

Synthesis of carbazoles related to carbazomycin, hyellazole and ellipticine

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