654676-12-7

Basic information

• Product Name: 2,7-Dibromo-9-hexylcarbazole
• Synonyms: 2,7-Dibromo-9-hexylcarbazole;2,7-dibromo-9-hexyl-9H-carbazole
• CAS NO: 654676-12-7
• Molecular Formula: C₁₈H₁₉Br₂N
• Molecular Weight: 409.15816
• Mol File: 654676-12-7.mol
• Article Data: 11

Chemical Properties

• Melting Point: 72.0 to 76.0 °C
• Boiling Point: 486.3±38.0 °C(Predicted)
• Appearance: /
• Density: 1.50±0.1 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Toluene
• CAS DataBase Reference: 2,7-Dibromo-9-hexylcarbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-Dibromo-9-hexylcarbazole(654676-12-7)
• EPA Substance Registry System: 2,7-Dibromo-9-hexylcarbazole(654676-12-7)

Safety Data

• Hazardous Substances Data: 654676-12-7(Hazardous Substances Data)

Usage

General Description

2,7-Dibromo-9-hexylcarbazole is a chemical compound that belongs to the class of carbazoles, which are organic compounds containing a tricyclic aromatic ring structure. It is composed of two bromine atoms attached to the 2 and 7 positions of the carbazole ring, as well as a hexyl group attached to the 9 position. This chemical is commonly used as a building block in the synthesis of various organic compounds, including dyes, pharmaceuticals, and materials for electronic devices. It is known for its strong electron-accepting and electron-donating abilities, making it a versatile component in the development of advanced materials and molecular electronics. Additionally, 2,7-Dibromo-9-hexylcarbazole has been studied for its potential applications in organic semiconductors and organic photovoltaic devices.

Upstream product

• 111-25-1 1-bromo-hexane 
• 136630-39-2 2,7-dibromo-9H-carbazole 
• 92-86-4 4-(4-bromophenyl)bromobenzene 
• 439797-69-0 4,4'-dibromo-2-nitro-biphenyl 

Downstream Products

• 871696-12-7 C₃₀H₄₃B₂NO₄ 
• 1884420-79-4 2,7-bis(4-bromophenyl)-N-hexylcarbazole 

Relevant articles and documents

A New Conducting Copolymer Bearing Electro-Active Nitroxide Groups as Organic Electrode Materials for Batteries

To reduce the amount of conducting additives generally required for polynitroxide-based electrodes, a stable radical (TEMPO) is combined with a conductive copolymer backbone consisting of 2,7-bisthiophene carbazole (2,7-BTC), which is characterized by a high intrinsic electronic conductivity. This work deals with the synthesis of this new polymer functionalized by a redox nitroxide. Fine structural characterization using electron paramagnetic resonance (EPR) techniques established that: 1) the nitroxide radicals are properly attached to the radical chain (continuous wave EPR) and 2) the polymer chain has very rigid conformations leading to a set of well-defined distances between first neighboring pairs of nitroxides (pulsed EPR). The redox group combined with the electroactive polymer showed not only a very high electrochemical reversibility but also a perfect match of redox potentials between the de-/doping reaction of the bisthiophene carbazole backbone and the redox activity of the nitroxide radical. This new organic electrode shows a stable capacity (about 60 mAh g?1) and enables a strong reduction in the amount of carbon additive due to the conducting-polymer skeleton.

Multi-photon properties in various condensed phases of dendritic chromophores derived from carbazole and indenoquioxaline units: Synthesis and characterization

We have used functionalized carbazoles and indenoquonoxalines as the main building units and enthynyl groups as the π-linkages to construct two novel dendritic fluorophores and studied their degenerate multi-photon absorption properties in both the solution phase and the neat-film state within femtosecond and nanosecond regions. In our experiments, these model compounds are found to manifest strong and widely dispersed two-photon absorption as well as effective power-limiting properties against ultra-short laser pulses in the near-IR region. In addition, both chromophores exhibit medium to strong three-photon-induced fluorescence, indicating such scaffold may serve as a reference structural motif for the development of three-photon materials.

Heterocyclic heptacene analogs - 8H-16,17-epoxydinaphto[2,3-c:2′,3′-g]carbazoles as charge transport materials

Owing to extended π-electron system higher polyacenes are promising materials for organic electronics, however realization of higher conjugation of acenes results in their instability under ambient conditions. We now report on synthesis, optical and electrical characterization of nitrogen heteroatom containing heptacene analogs - 8H-16,17-epoxydinaphto[2,3-c:2′,3′-g]carbazoles - decorated with various alkyl and aryl side-groups. V-shape geometry, incorporation of nitrogen heteroatom and introduced epoxy bridge ensure higher oxidative stability of the compounds as compared to analogous polyacenes. Additionally, the alteration of the molecular structure with various side-groups, either conjugated or non-conjugated, enabled the tuning of ionization potential from 4.7 eV to 5.5 eV with further gain in compound stability. This ensures of hole drift mobility up to 8 × 10-4 cm2/(V s) at 1 MV/cm for thick wet-casted films under ambient conditions. Peculiarities of forbidden lowest excited states in the V-shaped N-heptacenes are revealed based on detailed optical characterization and density functional modeling.