29093-41-2

Basic information

• Product Name: 2,6-Dimethoxy-3-methyl-9H-carbazole
• Synonyms: 2,6-Dimethoxy-3-methyl-9H-carbazole
• CAS NO: 29093-41-2
• Molecular Formula: C15H15 N O2
• Molecular Weight: 0
• Mol File: 29093-41-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 432.7°Cat760mmHg
• Flash Point: 155.9°C
• Appearance: /
• Density: 1.204g/cm³
• Vapor Pressure: 2.75E-07mmHg at 25°C
• Refractive Index: 1.667
• CAS DataBase Reference: 2,6-Dimethoxy-3-methyl-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dimethoxy-3-methyl-9H-carbazole(29093-41-2)
• EPA Substance Registry System: 2,6-Dimethoxy-3-methyl-9H-carbazole(29093-41-2)

Safety Data

• Hazardous Substances Data: 29093-41-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H15NO2/c1-9-6-11-12-7-10(17-2)4-5-13(12)16-14(11)8-15(9)18-3/h4-8,16H,1-3H3

Upstream product

• 186581-53-3 diazomethane 
• 58005-42-8 6-hydroxy-2-methoxy-3-methyl-9H-carbazole 
• 151692-25-0 (3'-Chloro-5,4'-dimethoxy-5'-methyl-biphenyl-2-yl)-carbamic acid tert-butyl ester 
• 919090-37-2 2-chloro-5-methoxy-4-methyl-N-(4-methoxyphenyl)aniline 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 7206-70-4 4-amino-5-chloro-2-methoxybenzoic acid 
• 133088-44-5 2-chloro-5-methoxy-4-methylaniline 
• 18437-68-8 tert-butyl N-(4-methoxyphenyl)carbamate 
• 7530-27-0 4-bromo-2-chloro-6-methyl-phenol 
• 91506-05-7 5-bromo-1-chloro-2-methoxy-3-methylbenzene 
• 87-64-9 2-chloro-6-methylphenol 
• 36661-35-5 3-methoxy-N-(4-methoxyphenyl)-4-methylaniline 
• 137832-56-5 methyl 4-amino-5-iodo-2-methoxybenzoate 
• 5720-07-0 4-methoxyphenylboronic acid 

Downstream Products

• 51971-09-6 glycozolidal 

Relevant articles and documents

C-N bond formation via Cu-catalyzed cross-coupling with boronic acids leading to methyl carbazole-3-carboxylate: Synthesis of carbazole alkaloids

Copper promoted N-arylation of methyl 4-amino-3-iodobenzoate with boronic acids followed by Pd-catalyzed intramolecular C-H arylation provides an efficient route to methyl carbazole-3-carboxylate derivatives. This methodology was implemented in the synthe

Enantioselective Vanadium-Catalyzed Oxidative Coupling: Development and Mechanistic Insights

The evolution of a more reactive chiral vanadium catalyst for enantioselective oxidative coupling of phenols is reported, ultimately resulting in a simple monomeric vanadium species combined with a Br?nsted or Lewis acid additive. The resultant vanadium complex is found to effect the asymmetric oxidative ortho-ortho coupling of simple phenols and 2-hydroxycarbazoles with good to excellent levels of enantioselectivity. Experimental and quantum mechanical studies of the mechanism indicate that the additives aggregate the vanadium monomers. In addition, a singlet to triplet crossover is implicated prior to carbon-carbon bond formation. The two lowest energy diastereomeric transition states leading to the enantiomeric products differ substantially with the path to the minor enantiomer involving greater torsional strain between the two phenol moieties.

Synthesis of 2-hydroxy-7-methylcarbazole, glycozolicine, mukoline, mukolidine, sansoakamine, clausine-H, and clausine-K and structural revision of clausine-TY

A Buchwald-Hartwig amination and palladium(II)-catalyzed oxidative cyclization reaction sequence provided efficient access to a series of oxygenated tricyclic carbazoles. In the present work, this approach was applied to the total syntheses of the natural