33255-13-9

Basic information

• Product Name: 3,6-Dibromo-9-ethylcarbazole
• Synonyms: 3,6-DIBROMO-9-ETHYLCARBAZOLE;6-dibroMo-9-ethyl-9H-carbazole;9H-Carbazole,3,6-dibroMo-9-ethyl-
• CAS NO: 33255-13-9
• Molecular Formula: C₁₄H₁₁Br₂N
• Molecular Weight: 353.05
• Product Categories: Carbazoles;Carbazoles (for Conduting Polymer Research);Functional Materials;Reagents for Conducting Polymer Research;carbazole
• Mol File: 33255-13-9.mol
• Article Data: 14

Chemical Properties

• Melting Point: 141 °C
• Boiling Point: 446.7 °C at 760 mmHg
• Flash Point: 224 °C
• Appearance: /
• Density: 1.7 g/cm³
• Vapor Pressure: 3.57E-08mmHg at 25°C
• Refractive Index: 1.678
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: almost transparency in Toluene
• CAS DataBase Reference: 3,6-Dibromo-9-ethylcarbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-Dibromo-9-ethylcarbazole(33255-13-9)
• EPA Substance Registry System: 3,6-Dibromo-9-ethylcarbazole(33255-13-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 33255-13-9(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

InChI:InChI=1/C14H11Br2N/c1-2-17-13-5-3-9(15)7-11(13)12-8-10(16)4-6-14(12)17/h3-8H,2H2,1H3

Upstream product

• 64-67-5 diethyl sulfate 
• 57102-97-3 3-bromo-9-ethyl-9H-carbazole 
• 86-28-2 N-ethylcarbazole 
• 6825-20-3 3,6-dibromo-9H-carbazole 
• 75-03-6 ethyl iodide 
• 74-96-4 ethyl bromide 
• 86-74-8 9H-carbazole 
• 106-94-5 propyl bromide 

Downstream Products

• 3215-45-0 9-ethylcarbazole-3,6-dicarboxylic acid 
• 70207-46-4 3,6-diformyl-9-ethylcarbazole 
• 1026991-04-7 3,6-di(2-naphthyl)-9-ethylcarbazole 
• 1026991-02-5 3,6-di(1-naphthyl)-9-ethylcarbazole 
• 1245648-53-6 3-bromo-6-(4-(diphenylamino)phenyl)-9-ethylcarbazole 
• 1245644-28-3 5-(3-(4-(diphenylamino)phenyl)-9-ethylcarbazole-6-yl)-3-hexylthiophene-2-carbaldehyde 
• 1245652-43-0 3-(5-(3-(4-(diphenylamino)phenyl)-9-ethylcarbazole-6-yl)-3-hexylthiophene-2-yl)-2-cyanoacrylic acid 
• 1416911-93-7 C₄₀H₂₇N₃O₂ 
• 628336-97-0 9-ethyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole 
• 953412-96-9 [2-(acetoxymethyl)phenyl](3-bromo-9-ethyl-9H-6-carbazolyl)dimethysilane 
• 62913-25-1 9-ethyl-3,6-bis(2-phenylethynyl)-9H-carbazole 

Relevant articles and documents

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Pyridination of hole transporting material in perovskite solar cells questions the long-term stability

In this work, for the first time, reactive radical-cation species present in hole-transporting materials were shown to react with tert-butylpyridine additive, routinely used in hole transporting layer composition. As a result, new pyridinated products were isolated and characterized by NMR and MS analysis. Additionally, their optical and photophysical properties (i.e., solid-state ionization potentials (Ip), cyclic voltammetry (CV), UV/vis characteristics, and conductivities) were determined. Formation of the pyridinated products was confirmed in the aged perovskite solar cells by means of mass spectrometry, and shown to have negative influence on the overall device performance. We believe that these findings will help improve the stability of perovskite devices by either molecular engineering of hole-transporting materials or utilization of less-reactive or sterically hindered pyridine derivatives.

A side-chain engineering strategy for constructing fluorescent dyes with direct and ultrafast self-delivery to living cells

Organic fluorescent dyes with excellent self-delivery to living cells are always difficult to find due to the limitation of the plasma membrane having rigorous selectivity. Herein, in order to improve the permeability of dyes, we utilize a side-chain engineering strategy (SCES): adjusting the side-chain length of dyes to fine-tune the adsorption and desorption processes on the membrane-aqueous phase interfaces of the outer and inner leaflets of the plasma membrane. For this, a family of fluorescent derivatives (SPs) was prepared by functionalizing a styryl-pyridinium fluorophore with alkyl side-chains containing a different carbon number from 1 to 22. Systematic experimental investigations and simulated calculations demonstrate that the self-delivery rate of SPs with a suitable length side-chain is about 22-fold higher in SiHa cells and 76-fold higher in mesenchymal stem cells than that of unmodified SP-1, enabling cell-imaging at an ultralow loading concentration of 1 nM and deep penetration in turbid tissue and in vivo. Moreover, the SCES can even endow a membrane-impermeable fluorescent scaffold with good permeability. Further, quantitative research on the relationship between Clog?P and cell permeability shows that when Clog?P is in the range of 1.3-2.5, dyes possess optimal permeability. Therefore, this work not only systematically reports the effect of side-chain length on dye delivery for the first time, but also provides some ideal fluorescent probes. At the same time, it gives a suitable Clog?P range for efficient cellular delivery, which can serve as a guide for designing cell-permeant dyes. In a word, all the results reveal that the SCES is an effective strategy to dramatically improve dye permeability.

NEW COMPOUNDS AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME

PURPOSE: A novel compound and an organic light emitting element containing the compound are provided to enhance lifetime, efficiency, electrochemical stability, and thermal stability of the element. CONSTITUTION: A compound used in an organic light emitting device is denoted by chemical formula 1. An organic light emitting element comprises: a first electrode; a second electrode facing the first electrode; and one or more organic layers between the first and second electrodes. The organic layers contain the compound of chemical formula 1. The organic layer comprises a light emitting layer. The organic layer further comprises a hole transport layer, a hole blocking layer, an electron blocking layer, an electron transport layer, or an electron injection layer. A method for manufacturing the organic light emitting element comprises: a step of preparing the first electrode on a substrate; a step of forming the organic layer containing the compound; and a step of forming the second electrode on the organic layer.