4630-20-0

Basic information

• Product Name: 3-METHYLCARBAZOLE
• Synonyms: 3-METHYLCARBAZOLE;3-Methyl-9H-carbazole;9H-Carbazole, 3-methyl-;Carbazole, 3-methyl-;6-Methylcarbazole;NSC 10154;3-Methyl-9H-carbazole
• CAS NO: 4630-20-0
• Molecular Formula: C₁₃H₁₁N
• Molecular Weight: 181.23
• EINECS: 225-048-1
• Mol File: 4630-20-0.mol
• Article Data: 68

Chemical Properties

• Melting Point: 265℃
• Boiling Point: 365°C(lit.)
• Flash Point: 165.4 °C
• Appearance: /
• Density: 1.0941 (rough estimate)
• Vapor Pressure: 2.59E-05mmHg at 25°C
• Refractive Index: 1.6191 (estimate)
• CAS DataBase Reference: 3-METHYLCARBAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYLCARBAZOLE(4630-20-0)
• EPA Substance Registry System: 3-METHYLCARBAZOLE(4630-20-0)

Safety Data

• Hazardous Substances Data: 4630-20-0(Hazardous Substances Data)

Usage

Description

3-Methylcarbazole, a member of the carbazole class of heterocyclic compounds, is a colorless to pale yellow crystalline solid. It exhibits solubility in organic solvents but is insoluble in water. 3-METHYLCARBAZOLE is recognized for its versatility in various industrial applications, including its potential as an antioxidant and its role in chemical reactions for synthesizing pharmaceuticals and advanced materials. Additionally, it has been explored for use in electronics, photovoltaics, and as a catalyst in organic synthesis.

Uses

Used in Dye and Pigment Production:
3-Methylcarbazole is utilized as a key component in the production of dyes and pigments, contributing to their color and stability. Its chemical properties allow for the creation of a wide range of colorants used in various industries.
Used in Organic LED Material Manufacturing:
3-METHYLCARBAZOLE serves as a crucial material in the development of organic light-emitting diodes (OLEDs), known for their efficiency and potential applications in display technologies and lighting.
Used as an Antioxidant:
3-Methylcarbazole is employed as an antioxidant, which helps in preventing oxidation in various chemical processes and products, thereby enhancing their shelf life and performance.
Used in Pharmaceutical Synthesis:
As a reactant in the synthesis of pharmaceuticals, 3-Methylcarbazole plays a significant role in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Electronics and Photovoltaics:
3-Methylcarbazole is used in the electronics industry for its potential applications in improving the performance of electronic devices, as well as in photovoltaics for enhancing the efficiency of solar cells.
Used as a Catalyst in Organic Synthesis Reactions:
3-METHYLCARBAZOLE functions as a catalyst, facilitating various organic synthesis reactions, thereby speeding up the process and improving the yield of desired products in the chemical industry.

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

Upstream product

• 38504-76-6 5-methyl-1-phenyl-1H-1,2,3-benzotriazole 
• 3449-48-7 6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one 
• 106-38-7 para-bromotoluene 
• 637-60-5 p-tolylhydrazine hydrochloride 
• 122099-10-9 1-azido-2-iodo-4-methyl-benzene 
• 98-80-6 phenylboronic acid 
• 29289-13-2 2-iodo-4-methylaniline 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 42308-28-1 2-amino-5-methylbiphenyl 
• 861317-20-6 1-p-toluidino-cyclopentanecarboxylic acid 
• 141-52-6 sodium ethanolate 
• 91-22-5 quinoline 
• 17177-17-2 6-methyl-2,3,4,9-tetrahydro-1H-carbazole 
• 885527-46-8 1-p-tolyl-1H-benzotriazole-5-carboxylic acid 

Downstream Products

• 100108-66-5 murrayaquinone A 
• 51761-07-0 9H-carbazole-3-carbaldehyde 
• 24075-48-7 3,9-dimethyl-9H-carbazole 
• 1153-85-1 3-bromo-9-phenyl-9H-carbazole 
• 894791-43-6 (N-phenyl)-N-(9-phenyl-9H-carbazole-3-yl)amine 
• 1202362-88-6 3-methyl-9-phenyl-9H-carbazole 
• 126479-99-0 9-benzenesulfonyl-3-(2-naphthylethyl)carbazole 
• 126479-98-9 9-benzenesulfonyl-3-(1-naphthylethyl)carbazole 
• 126479-92-3 9-benzenesulfonyl-3-(1-naphthylethenyl)carbazole 

Relevant articles and documents

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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.

Dearomatization-Rearomatization Strategy for Synthesizing Carbazoles with 2,2′-Biphenols and Ammonia by Dual C(Ar)-OH Bond Cleavages

Carbazole is an essential building block in various pharmaceuticals, agrochemicals, natural products, and materials. For future sustainability, it is highly desirable to synthesize carbazole derivatives directly from renewable resources or cheap raw materials. Phenolic compounds are a class of degradation products of lignin. On the other hand, ammonia is a very cheap industrial inorganic chemical. Herein, an efficient dearomatization-rearomatization strategy has been developed to directly cross-couple 2,2′-biphenols with ammonia by dual C(Ar)-OH bond cleavages. This strategy provides a greener pathway to synthesize valuable carbazole derivatives from phenols.

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.