17177-17-2

Basic information

• Product Name: 6-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE
• Synonyms: 6-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE;AKOS B029838;1,2,3,4-Tetrahydro-6-methyl-9H-carbazole;3-Methyl-5,6,7,8-tetrahydro-9H-carbazole;6-Methyl-1,2,3,4-tetrahydro-9H-carbazole;6-METHYL-1,2,3,4-TETRAHYDROCARBAZOLE
• CAS NO: 17177-17-2
• Molecular Formula: C₁₃H₁₅N
• Molecular Weight: 185.26
• Mol File: 17177-17-2.mol

Chemical Properties

• Boiling Point: 340.4°C at 760 mmHg
• Flash Point: 148.3°C
• Appearance: /
• Density: 1.122g/cm³
• Vapor Pressure: 0.00017mmHg at 25°C
• Refractive Index: 1.649
• CAS DataBase Reference: 6-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE(17177-17-2)
• EPA Substance Registry System: 6-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE(17177-17-2)

Safety Data

• Hazardous Substances Data: 17177-17-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
6-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE is used as a key intermediate in the synthesis of various organic compounds and pharmaceuticals. Its unique structure and potential biological activity make it a valuable component in the development of new drugs.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 6-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE is utilized as a compound with potential biological activity. Its properties are being studied to understand its interactions with biological systems, which could lead to the discovery of new therapeutic agents.
Used in Optoelectronic Devices:
6-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE is also being explored for its potential applications in optoelectronic devices. Its chemical and physical properties may contribute to the development of advanced materials for use in electronic and photonic technologies.
Used in Chemical Research:
In the realm of chemical research, 6-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE serves as a subject of study for understanding the properties and reactions of carbazole derivatives. This research can provide insights into the development of new synthetic routes and applications for this class of compounds.

InChI:InChI=1/C13H15N/c1-9-6-7-13-11(8-9)10-4-2-3-5-12(10)14-13/h6-8,14H,2-5H2,1H3

Upstream product

• 108-94-1 cyclohexanone 
• 949-87-1 4-Methylazobenzol 

Downstream Products

• 4630-20-0 3-Methyl-9H-carbazole 
• 6731-86-8 6-methyl-1,2,3,4,4a,9a-hexahydro-carbazole 
• 686277-81-6 4-hydroxy-2-methyl-5-phenyl-8,9,10,11-tetrahydropyrido[3,2,1-jk]carbazol-6-one 
• 5234-30-0 glycozoline 
• 6731-86-8 6-Methyl-cis-hexahydrocarbazol 
• 1340580-26-8 C₂₃H₂₆Cl₂N₂ 
• 1340580-24-6 C₂₄H₃₀N₂O 
• 1340580-22-4 C₂₄H₃₀N₂ 
• 1340580-20-2 C₂₃H₂₇ClN₂ 
• 1340580-18-8 C₂₃H₂₇ClN₂ 
• 1340580-16-6 C₂₃H₂₇ClN₂ 
• 1340580-14-4 C₂₃H₂₇FN₂ 
• 1340580-12-2 C₂₃H₂₇FN₂ 
• 1340580-10-0 C₂₃H₂₇FN₂ 

Relevant articles and documents

Direct Synthesis of Indoles from Azoarenes and Ketones with Bis(neopentylglycolato)diboron Using 4,4′-Bipyridyl as an Organocatalyst

Multifunctionalized indole derivatives were prepared by reducing azoarenes in the presence of ketones and bis(neopentylglycolato)diboron (B2nep2) with a catalytic amount of 4,4′-bipyridyl under neutral reaction conditions, where 4,4′-bipyridyl acted as an organocatalyst to activate the B-B bond of B2nep2 and form N,N′-diboryl-1,2-diarylhydrazines as key intermediates. Further reaction of N,N′-diboryl-1,2-diarylhydrazines with ketones afforded N-vinyl-1,2-diarylhydrazines, which rearranged to the corresponding indoles via the Fischer indole mechanism. This organocatalytic system was applied to diverse alkyl cyclic ketones, dialkyl, and alkyl/aryl ketones, including heteroatoms. Methyl alkyl ketones gave the corresponding 2-methyl-3-substituted indoles in a regioselective manner. This protocol allowed us to expand the preparation of indoles having high compatibility with not only electron-donating and electron-withdrawing groups but also N- and O-protecting functional groups.