4041-21-8

Basic information

• Product Name: 9H-Carbazole, 9-hexyl-
• CAS NO: 4041-21-8
• Molecular Formula: C18H21N
• Molecular Weight: 251.371
• Mol File: 4041-21-8.mol
• Article Data: 96

Chemical Properties

• CAS DataBase Reference: 9H-Carbazole, 9-hexyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 9H-Carbazole, 9-hexyl-(4041-21-8)
• EPA Substance Registry System: 9H-Carbazole, 9-hexyl-(4041-21-8)

Safety Data

• Hazardous Substances Data: 4041-21-8(Hazardous Substances Data)

Usage

General Description

9H-Carbazole, 9-hexyl- is a chemical compound used in various applications such as organic synthesis, material science, and pharmaceutical research. It is a derivative of carbazole, which is a heterocyclic aromatic compound. The addition of a hexyl group to the carbazole molecule alters its properties, making it useful in the development of organic electronic materials, liquid crystals, and as a building block for complex organic molecules in medicinal chemistry. It is also known for its potential use as a photosensitizer and has shown promise in the field of organic photovoltaics. Additionally, it may have potential applications as an antioxidant and in the development of new drug candidates.

Upstream product

• 86-74-8 9H-carbazole 
• 638-45-9 1-Iodohexane 
• 90-41-5 2-phenylaniline 
• 98-80-6 phenylboronic acid 
• 615-43-0 2-iodophenylamine 
• 1016-05-3 dibenzothiophene sulfone 
• 111-26-2 hexan-1-amine 
• 3165-71-7 9-tosyl-9H-carbazole 
• 111-27-3 hexan-1-ol 
• 111-25-1 1-bromo-hexane 
• 110-53-2 1-Bromopentane 

Downstream Products

• 156972-74-6 3-bromo-9-hexyl-9H-carbazole 
• 695169-95-0 9-hexyl-9H-carbazole-2-carbaldehyde 
• 150623-72-6 3,6-dibromo-9-hexyl-9H-carbazole 
• 926936-29-0 nicotinic acid[(9-hexyl-9H-carbazol-3-yl)methylene] hydrazide 
• 926936-30-3 9-hexyl-2-(5-(pyridin-3-yl)-1,3,4-oxadiazol-2-yl)-9H-carbazole 
• 1137726-67-0 C₂₈H₂₅NO 
• 1137726-64-7 C₂₈H₂₅NS 
• 1273569-24-6 3-(7b-fluoradenyl)-9-hexylcarbazole 
• 1273569-25-7 3,6-di(7b-fluoradenyl)-N-hexylcarbazole 
• 1273569-16-6 3-(9-(2-bromophenyl)fluoren-9-yl)-9-hexylcarbazole 
• 1273569-17-7 3,6-bis[9-(2-bromophenyl)fluoren-9-yl]-N-hexylcarbazole 
• 1311203-14-1 4,4,4-trifluoro-1-(9-hexylcarbazole-3-yl)-1,3-butanedione 
• 892217-82-2 3-acetyl-9-hexyl-9H-carbazole 
• 1376231-73-0 (2Z,2'Z)-3,3'-(9-hexyl-9H-carbazole-3,6-diyl)bis(2-(4'-formylbiphenyl-4-yl)acrylonitrile) 

Relevant articles and documents

Junction-Controlled Topological Polymerization

Methodology that enables the controlled synthesis of linear and branched polymers from an identical monomer will be a novel pathway for polymer synthesis and processing. Herein we first describe the control of one or both of the C(3)-C(3′) and C(6)-C(6′) coupling reactions of carbazolyl. In a second approach, an identical monomer containing two carbazolyls is polymerized using chemical and electrochemical oxidizers, leading to topologically controllable growth of linear polymers in weak oxidizer or of cross-linked polymer chains in strong oxidizer, with satisfactory long chain propagation of step growth polymerization (Mn=6.0×104 g mol?1, Mw/Mn=2.3). This very simple polymerization with cheap reagents and low levels of waste has provided a flexible pathway for synthesis and processing of polymers.

Synthesis and characterization of new N-{4,6-bis[2-(het)arylvinyl]pyrimidin-2-yl}-substituted polycyclic aromatic imides

Two series of new N-{4,6-bis[2-(het)arylvinyl]pyrimidin-2-yl}-substituted aromatic polycyclic imides were synthesized. The synthesized chromophores were characterized by UV and fluorescence spectroscopy, cyclic voltammetry, and quantum chemical density functional theory calculations. A change in the nature of aryl (hetaryl) moieties was found to cause changes in the optical properties of both solutions of these compounds and thin films prepared from these compounds. The replacement of the phthalimide moiety by the 1,8-naphthalimide one has led to a significant increase in the lowest unoccupied molecular orbital energy.

Chlorine (Cl) - Substituted Carbazole Based A-π-D-π-a Push-Pull Chromophores as Aggregation Enhanced Emission (AEE) Active Viscosity Sensors: Synthesis, DFT and NLO Approach

Three new carbazole functionalized A-π-D-π-A extended chromophores 4a, 4b and 4c comprising of different chemical functional groups on C=C bond with the assistance of chlorovinylene group in π-conjugation are synthesized and investigated spectroscopically. We have investigated the effect of different electron acceptors - carboxycyanomethylene, dicyanomethylene and 2-(benzothiazol-2-yl) cyanomethylene, the effect of the insertion of chlorine in π-conjugation on photophysical properties and the effect of double acceptors. The chromophores 4a, 4b and 4c exhibited positive solvatochromism with large Stokes shifts and bright orange to red solid-state fluorescence. Amongst all the three compounds 4c exhibited maximum emission wavelength at 615?nm in DMSO. They presented characteristic twisted intramolecular charge transfer (TICT) emission. Observations exhibited that 4c containing long hexyl group in donor unit and 2-(benzothiazol-2-yl) cyanomethylene as an acceptor group formed an aggregate in the mixture of solvents and exhibited better aggregation enhanced emission (AEE) compared to the other two derivatives. Amongst the three styryls, 4c showed the highest emission intensity 299?a.u. at 90% water:DMF fraction (fw). Chromophores 4a-4c also exhibited good fluorescence response towards viscosity. Among the three fluorescent molecular rotors (FMR), 4c exhibited excellent viscosity sensitivity with x value = 0.687. The Non-linear (NLO) characters are estimated with the help of solvatochromic and computational methods using the functionals, B3LYP and CAM-B3LYP. The dyes showed large “linear polarizability (αCT)”, “first order hyperpolarizability” (β) and “second order hyperpolarizability” (γ) values which show that synthesized styryls can be used as a “NLO” material. The αCT, β and γ for 4c are found to be the maximum amongst the all three dyes which can be ascribed to the smaller band gap apparent from experimental as well as DFT method.

Effect of different acceptors on N-hexyl carbazole moiety for dye-sensitized solar cells: design, characterization, molecular structure, and DSSC fabrications

Hexyl carbazole derivatives are one of the most prominent dye scaffolds in the dye-sensitized solar cells (DSSCs). New substituted carbazole dyes such as DRA-HC, DCA-HC, and DTC-HC were synthesized for DSSCs. These dyes are containing hexyl moiety as electron donor and rhodanine-3-acetic acid, cyanoacetic acid and tetracyanoethylene as an electron acceptor linked to carbazole moiety. The relation between dye structures, photophysical/electrochemical, molecular structure and DSSC manufacturing had been discussed. All structures showed more positive ground-state oxidation potential than I?/I?3 and more negative excited state oxidation potential than the conduction band edge of the semiconductor. The highest efficiency of the DSSCs was obtained in the case of DCA-HC dye (η = 1.41%, VOC = 708?mV, FF = 0.81, and JSC = 2.45?mA?cm?2 with 100?mW?cm?2) compared to other synthesized dyes.

A PHENYLMETHANONE FUNCTIONALIZED CARBAZOLE, A PROCESS FOR PREPARATION AND USE THEREOF

The present invention discloses a phenylmethanone functionalized carbazole of formula (I), a process for the preparation and use thereof, Formula (I) wherein, R1, R2, R3 are selected from group consisting of hydrogen, alkyl chain (A), phenylmethanone (B) and 4-substituted phenylmethanone (C), optionally R2 and R3 are not hydrogen at the same time.

Preparation method of nitrogen-alkyl (deuterated alkyl) aromatic heterocycle and alkyl (deuterated alkyl) aryl ether compound

The invention provides a method for preparing nitrogen-alkyl(deuterated alkyl)aromatic heterocycle and alkyl(deuterated alkyl)aryl ether compounds. The method adopted in the invention specifically comprises the following steps: firstly, adding an alkoxy base (MOR') or a combination reagent Q (comprising a base M'X, an alcohol C and a molecular sieve E) into a solvent B to be stirred; then, addingan aromatic compound D of nitrogen sulfonyl or oxygen sulfonyl into a mixture; separating and purifying after reaction to obtain nitrogen-alkyl(deuterated alkyl)aromatic heterocycle or alkyl(deuterated alkyl)aryl ether. The method can realize one-step conversion from an electron withdrawing benzenesulfonyl protecting group on a nitrogen or oxygen atom to an electron donating alkyl protecting group, avoids using highly toxic alkyl halide, and has advantages of being efficient, economical, environmentally friendly, mild in condition, good in substrate universality and high in yield; the prepareddeuterated compounds can be widely applied to the fields of pharmaceutical chemistry and organic chemistry synthesis.