5234-30-0

Basic information

• Product Name: 6-methoxy-3-methyl-9H-carbazole
• Synonyms: 6-methoxy-3-methyl-9H-carbazole;glycozoline;3-Methoxy-6-methyl-9H-carbazole
• CAS NO: 5234-30-0
• Molecular Formula: C14H13NO
• Molecular Weight: 211.26
• Mol File: 5234-30-0.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 405.1°Cat760mmHg
• Flash Point: 146.7°C
• Appearance: /
• Density: 1.198g/cm³
• Vapor Pressure: 2.11E-06mmHg at 25°C
• Refractive Index: 1.696
• CAS DataBase Reference: 6-methoxy-3-methyl-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-methoxy-3-methyl-9H-carbazole(5234-30-0)
• EPA Substance Registry System: 6-methoxy-3-methyl-9H-carbazole(5234-30-0)

Safety Data

• Hazardous Substances Data: 5234-30-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H13NO/c1-9-3-5-13-11(7-9)12-8-10(16-2)4-6-14(12)15-13/h3-8,15H,1-2H3

Upstream product

• 106-38-7 para-bromotoluene 
• 1319733-96-4 3'-methoxy-5-methyl-2-nitrobiphenyl 
• 10365-98-7 3-methoxyphenylboronic acid 
• 38939-88-7 2-chloro-4-methyl-1-nitrobenzene 
• 124-41-4 sodium methylate 
• 39253-43-5 N-(4-methylphenyl)-4-methoxyaniline 
• 356549-34-3 1-formyl-3-methoxy-6-methylcarbazole 
• 168434-21-7 1-hydroxy-6-methoxy-3-methyl-9H-carbazole 
• 13220-41-2 6-methoxy-3-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one 
• 186581-53-3 diazomethane 
• 5257-08-9 3-methyl-6-hydroxycarbazol 
• 608-07-1 2-(5-methoxyindol-3-yl)ethylamine 
• 34159-09-6 N-(2-formyl-4-methoxyphenyl)-4-methylbenzenesulfonamide 
• 325142-84-5 3-methoxyphenylboronic acid pinacol ester 

Downstream Products

• 5257-08-9 3-methyl-6-hydroxycarbazol 

Relevant articles and documents

Short synthesis of carbazole alkaloids: Ekeberginine, murrayaquinone A, and glycozoline

Three differently substituted, naturally occurring, biologically active carbazole derivatives (viz. ekeberginine, murrayaquinone A, and glycozoline) were synthesized in good yield using short and simple routes. The prenyl group was selectively introduced at the C4 position using a Stille coupling reaction in the synthesis of ekeberginine. Murrayaquinone A was synthesized using Raney nickel–mediated desulfurization of dithiane as a key step. Synthesis of glycozoline was achieved in two steps from 3-methyl carbazole via an intermediate 3-bromo-6-methyl carbazole.

Synthesis of Carbazoles by a Diverted Bischler-Napieralski Cascade Reaction

An unforeseen twist in a seemingly trivial Bischler-Napieralski reaction led to the selective formation of an unexpected carbazole product. The reaction proved to be general, providing access to a range of diversely substituted carbazoles from readily available substrates. Judicious variation of substituents revealed a complex cascade mechanism comprising no less than 10 elementary steps, that could be diverted in multiple ways toward various other carbazole derivatives.

Scalable Electrochemical Transition-Metal-Free Dehydrogenative Cross-Coupling Amination Enabled Alkaloid Clausines Synthesis

Reported herein is an environmentally benign electrochemical C?H bond dehydrogenative amination protocol for the construction of privileged carbazole moiety with broad generality. Preliminary mechanistic investigations implied a radical reaction pathway.

Substituent-Guided Palladium-Ene Reaction for the Synthesis of Carbazoles and Cyclopenta[ b]indoles

An efficient palladium-catalyzed intramolecular Trost-Oppolzer type Alder-ene strategy was developed for the synthesis of carbazoles and cyclopenta[b]indoles from easily accessible(3-allyl-1H-indol-2-yl)methyl acetates. This strategy was extended for the synthesis of naphthalenes and dibenzobenzofurans as well. In addition, a short synthesis of antibacterial and antifungal natural product glycozoline and its analogues was also achieved.