1483-97-2

Basic information

• Product Name: 3,6-Diacetyl-9-ethyl-9H-carbazole
• Synonyms: 3,6-Diacetyl-9-ethyl-9H-carbazole;3,6-diacetyl-9-ethyl carbazole;1,1'-(9-Ethyl-9H-carbazole-3,6-diyl)diethanone
• CAS NO: 1483-97-2
• Molecular Formula: C₁₈H₁₇NO₂
• Molecular Weight: 279.33
• Mol File: 1483-97-2.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 417.2 °C at 760 mmHg
• Flash Point: 206.1 °C
• Appearance: /
• Density: 1.16 g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3,6-Diacetyl-9-ethyl-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-Diacetyl-9-ethyl-9H-carbazole(1483-97-2)
• EPA Substance Registry System: 3,6-Diacetyl-9-ethyl-9H-carbazole(1483-97-2)

Safety Data

• Hazardous Substances Data: 1483-97-2(Hazardous Substances Data)

Usage

General Description

3,6-Diacetyl-9-ethyl-9H-carbazole is an organic compound that belongs to the family of carbazoles, which are polycyclic aromatic hydrocarbons comprising a tricyclic structure of two benzene rings fused on either side of a pyrrole ring. The presence of two acetyl groups (on the 3rd and 6th position) and an ethyl group (on the 9th position) differentiate this compound from other carbazoles. It is typically used in research and scientific experiments, particularly in the field of organic synthesis and materials science. Due to the complexity of its structure and potential for modification, it may be investigated for use in the development of pharmaceuticals, agrochemicals, and in organic semi-conductors. However, the exact toxicity and potential hazards associated with this chemical are not fully understood and should be handled with necessary precautions.

Upstream product

• 86-28-2 N-ethylcarbazole 
• 75-36-5 acetyl chloride 
• 506-96-7 Acetyl bromide 
• 108-24-7 acetic anhydride 
• 86-74-8 9H-carbazole 
• 6825-20-3 3,6-dibromo-9H-carbazole 
• 75-03-6 ethyl iodide 
• 33255-13-9 3,6-dibromo-9-ethyl-9H-carbazole 
• 64-67-5 diethyl sulfate 
• 3403-70-1 1,1'-(9H-carbazole-3,6-diyl)diethanone 

Downstream Products

• 1104847-99-5 C₃₄H₂₉NO₂S₂ 
• 1246524-50-4 3,6-bis(4-phenylquinolin-2-yl)-9-ethyl-9H-carbazole 

Relevant articles and documents

Synthesis and charge-transfer complex formations of 1,n-bis(3,6- diethylcarbazol-9-yl)alkanes with three π-acceptors

Dimeric 1,n-bis(3,6-diethylcarbazol-9-yl)alkanes (where n = 1-5) were synthesized and their structures were characterized via spectroscopic techniques. Structures of two of the dimers, 1,2-bis(3,6-diethylcarbazol-9-yl) ethane (2b) and 1,4-bis(3,6-diethylcarbazol-9-yl)butane (2d), were investigated by single crystal X-ray crystallographic techniques. The crystal structures of 2b and 2d were solved in the monoclinic space groups C2/c and P21/n, respectively. The methylene chain adopted an anti conformation in 2b and a gauche-anti-gauche conformation in 2d, enabling coplanar orientations of carbazole rings in both structures. The molecular packing in both structures was stabilized by intermolecular π-π stacking. Charge transfer complexations of 2a-2e with the π-acceptors p-chloranil, tetracyanoethylene, and tetracyanoquinodimethane in solution were investigated by determining their stoichiometries, molar absorptivities, equilibrium constants, enthalpies, and entropies. All the dimers formed weakly associated complexes with each of the acceptors having equilibrium constants between 1.32-8.94 M-1 in 1,2-dichloroethane. Complexations were driven by the slightly negative formation enthalpies between -2.00 and -4.24 kcal mol-1.

Synthesis, photophysics, electrochemistry, thermal stability and electroluminescent performances of a new europium complex with bis(β-diketone) ligand containing carbazole group

We synthesized a new europium complex [Eu(ecbpd)3(Phen)] with bis(β-diketone) ligand containing a carbazole group, in which ecbpd and Phen are dehydro-3,3′-(9-ethyl-9H-carbazole-3,6-diyl)bis(1-phenylpropane-1,3-dione) and 1,10-phenanthroline, respectively. Its UV/vis and photoluminescent spectra, quantum yield, luminescence lifetime, electrochemistry, thermal stability and electroluminescent performances were studied. This europium complex showed low efficiency luminescence, which is probably due to the mismatching energy levels of its ligand and Eu3 +, as well as the double Eu3 + core resonance.

Carbazole-containing difluoroboron β-diketonate dyes: Two-photon excited fluorescence in solution and grinding-induced blue-shifted emission in the solid state

Mechanochromic luminescent (MCL) materials have attracted considerable attention in recent years because of their potential applications in various fields and the fundamental importance of understanding the mechanism of mechanochromic luminescence. The most reported MCL materials show a bathochromic shift after external mechanical stimulus. Here we report new MCL materials with hypochromic shift of the emission after grinding. These materials are based on carbazole-containing difluoroboron β-diketonate complexes. These complexes show strong fluorescence in both the solid state and organic solutions. Our study reveals that the emission of structural symmetrical complexes is less influenced by the polarity of the solvent than those of unsymmetrical complexes and they retain strong fluorescence in highly polar solvents. In addition, the good planarity of the carbazole group and the ICT character of the complexes make them exhibit obvious two-photon excited fluorescence. In the solid state, their emission colours can be tuned reversibly by external stimuli, and they exhibit an unusual hypochromic shift after grinding. Single crystal X-ray analysis of the complexes reveals that the initial close molecular packing is responsible for the blue-shifted emission. Interestingly, both hypsochromic and bathochromic shifts of the emission are realized by different treatments of the samples. Our work provides information on the mechanism of the mechanochromic luminescent properties of organic luminescent materials and expands the potential applications of MCL materials.

Design and synthesis of aryl-functionalized carbazole-based porous coordination cages

A subset of coordination cages have garnered considerable recent attention for their potential permanent porosity in the solid state. Herein, we report a series of functionalized carbazole-based cages of the structure type M12(R-cdc)12 (M = Cr, Cu, Mo) where the functional groups include a range of aromatic substituents. Single-crystal X-ray structure determinations reveal a variety of intercage interactions in these materials, largely governed by pi-pi stacking. Density functional theory for a subset of these cages was used to confirm that the nature of the increased stability of aryl-functionalized cages is a result of inter-cage ligand interactions. This journal is