22401-71-4

Basic information

• Product Name: 3-tert-butyl-2,3,4,9-tetrahydro-1H-carbazole
• Synonyms: 1H-carbazole, 3-(1,1-dimethylethyl)-2,3,4,9-tetrahydro-; 3-(2-Methyl-2-propanyl)-2,3,4,9-tetrahydro-1H-carbazole; 3-tert-Butyl-2,3,4,9-tetrahydro-1H-carbazole
• CAS NO: 22401-71-4
• Molecular Formula: C₁₆H₂₁N
• Molecular Weight: 227.3446
• Mol File: 22401-71-4.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 356.6°C at 760 mmHg
• Flash Point: 151.2°C
• Density: 1.057g/cm³
• Vapor Pressure: 5.94E-05mmHg at 25°C
• Refractive Index: 1.599
• CAS DataBase Reference: 3-tert-butyl-2,3,4,9-tetrahydro-1H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-tert-butyl-2,3,4,9-tetrahydro-1H-carbazole(22401-71-4)
• EPA Substance Registry System: 3-tert-butyl-2,3,4,9-tetrahydro-1H-carbazole(22401-71-4)

Safety Data

• Hazardous Substances Data: 22401-71-4(Hazardous Substances Data)

Upstream product

• 98-53-3 4-tercbutyl-cyclohexanone 
• 1227476-15-4 Azobenzene 
• 59-88-1 phenylhydrazine hydrochloride 
• 1076-82-0 2-bromo-4-tert-butylcyclohexanone 
• 62-53-3 aniline 
• 100-63-0 phenylhydrazine 

Downstream Products

• 22401-72-5 3-(tert-butyl)-9-methyl-2,3,4,9-tetrahydro-1H-carbazole 
• 22401-74-7 3-(1,1-dimethylethyl)-9H-carbazole 

Relevant articles and documents

Tetrahydrocarbazoles by mechanochemical Fischer indolisation

The Fischer indolisation (FI) typically proceeds in the presence of a Br?nsted or Lewis acid in an organic solvent at elevated temperatures. Herein, we report that tetrahydrocarbazoles (THCs) are accessible by mechanochemical FI at ambient temperature. Using phenylhydrazine hydrochlorides in the presence of silica is critical for this solid-state variant of the FI.

Ene-hydrazide from enol triflate for the regioselective Fischer indole synthesis

Ene-hydrazide prepared from enol triflate undergoes a Fischer indolization reaction to give the corresponding indole with complete regioselectivity. The starting enol triflate is readily accessed in regiochemically defined form from the ketone precursor via various well-established methods. This new protocol was successfully applied to the synthesis of desbromoarborescidine A, a natural β-carboline alkaloid, difficult to prepare with conventional Fischer indole synthesis.

A microwave-assisted, propylphosphonic anhydride (T3P) mediated one-pot Fischer indole synthesis

A rapid, mild, and high yielding protocol for the Fischer indolization of arylhydrazines with T3P under microwave irradiation is described. Significant features of this method include short reaction times and preparative ease.