3770-48-7

Basic information

• Product Name: 4-Methyl-9H-carbazole
• Synonyms: 4-Methyl-9H-carbazole
• CAS NO: 3770-48-7
• Molecular Formula: C₁₃H₁₁N
• Molecular Weight: 181.2331
• Mol File: 3770-48-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 369.1°Cat760mmHg
• Flash Point: 165.4°C
• Appearance: /
• Density: 1.19g/cm³
• Vapor Pressure: 2.59E-05mmHg at 25°C
• Refractive Index: 1.736
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 4-Methyl-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-9H-carbazole(3770-48-7)
• EPA Substance Registry System: 4-Methyl-9H-carbazole(3770-48-7)

Safety Data

• Hazardous Substances Data: 3770-48-7(Hazardous Substances Data)

Usage

Description

4-Methyl-9H-carbazole is an organic compound with the molecular formula C12H9N. It is a derivative of carbazole, which is a tricyclic aromatic compound consisting of two fused six-membered rings and one five-membered nitrogen-containing ring. The presence of a methyl group at the 4-position gives 4-Methyl-9H-carbazole its unique chemical and physical properties.

Uses

Used in Analytical Chemistry:
4-Methyl-9H-carbazole is used as a chemical marker for analyzing chemosensory markers in cigarette smoke from different tobacco varieties. This application takes advantage of its unique chemical properties and compatibility with advanced analytical techniques such as comprehensive two-dimensional gas chromatography coupled with time-of-flight mass spectrometry (GCxGC-TOFMS) and chemometrics. By using 4-Methyl-9H-carbazole as a reference compound, researchers can accurately identify and quantify various volatile organic compounds (VOCs) and other chemical constituents in cigarette smoke, which can help in understanding the effects of different tobacco varieties on the sensory properties and potential health risks associated with smoking.

InChI:InChI=1/C13H11N/c1-9-5-4-8-12-13(9)10-6-2-3-7-11(10)14-12/h2-8,14H,1H3

Upstream product

• 95-50-1 1,2-dichloro-benzene 
• 108-44-1 1-amino-3-methylbenzene 
• 586-96-9 Nitrosobenzene 
• 556812-44-3 2-methyl-6-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 620-26-8 3-nitrosotoluene 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 59-88-1 phenylhydrazine hydrochloride 
• 591-24-2 3-Methylcyclohexanone 
• 16419-60-6 2-Methylphenylboronic acid 
• 1203-41-4 2-(2-methylphenyl)aniline 
• 615-36-1 2-bromoaniline 
• 1924-79-4 2-azido-2'-methyl-1,1'-biphenyl 
• 822-87-7 2-Chlorocyclohexanone 
• 86560-87-4 2,2'-diamino-6,6'-dimethylbiphenyl 

Downstream Products

• 126480-00-0 9-benzenesulfonyl-4-(1-naphthylethyl)carbazole 
• 126480-01-1 9-benzenesulfonyl-4-(2-naphthylethyl)carbazole 

Relevant articles and documents

Convenient One-Pot Synthesis of 9 H -Carbazoles by Microwave Irradiation Employing a Green Palladium-Based Nanocatalyst

An efficient palladium-catalyzed tandem reaction for the one-pot synthesis of 9 H -carbazoles under microwave irradiation is developed. This approach involves a sequential Buchwald-Hartwig amination and a direct arylation from affordable and inexpensive anilines and 1,2-dihaloarenes. For the development of this purpose, a novel and magnetically recoverable palladium nanocatalyst supported on a green biochar under ligand-free conditions is used. Compared to other existing palladium-based protocols, the present synthetic methodology shows a drastic reduction in reaction times and excellent compatibility with different functional groups allowing to obtain a small library of 9 H -carbazoles in high yields and with good regioselectivity. This procedure represents the first example in the direct synthesis of carbazoles using a heterogeneous palladium nanocatalyst from commercial precursors. To examine the application of this protocol, a direct and scalable synthesis of the bioactive carbazole alkaloid clausenalene from commercially available starting materials is described.

One-pot synthesis of carbazoles from cyclohexanones and arylhydrazine hydrochlorides under metal-free conditions

One-pot synthesis of carbazoles from cyclohexanones and arylhydrazine hydrochlorides is disclosed. Various substituted carbazoles were obtained in moderate to good yields via a sequence of condensation, cyclization and dehydrogenation under metal free conditions using molecular oxygen as an oxidant.

METHYL MIGRATION AND DEMETHYLATION IN THE 4,5-DIMETHYLCARBAZOLE SYNTHESIS BY TAUBER METHOD

-