Production Method 1

949898-99-1

136630-39-2

955964-73-5

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ;  rt; 8 h, rt
1.2 Solvents: Water ;  rt

Reference

A General and Air-tolerant Strategy to Conjugated Polymers within Seconds under Palladium(I) Dimer Catalysis

Magnin, Guillaume; Clifton, Jamie; Schoenebeck, Franziska, Angewandte Chemie, 2019, 58(30), 10179-10183

Production Method 2

949898-99-1

136630-39-2

955964-73-5

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ;  1 h, rt; 6 h, rt

Reference

Carbazole nematic liquid crystals

Bao, Weixiao; Reddy Billa, Muralidhar; Kassireddy, Krishna; Haro, Marta; Kelly, Michael J.; et al, Liquid Crystals, 2010, 37(10), 1289-1303

Production Method 3

949898-99-1

136630-39-2

955964-73-5

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ;  24 h, rt

Reference

Organic semiconductor material and photovoltaic device with it

, Korea, , ,

Production Method 4

114813-41-1

136630-39-2

955964-73-5

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Tetrabutylammonium bromide Solvents: Dimethylformamide ;  20 min

Reference

Synthesis of 2,7-dibromo-9H-carbazole and its N-alkylation under microwave activation conditions in a flow-type microwave reactor

Khrustalev, Dmitriy; Yedrissov, Azamat; Vetrova, Anastassiya; Khrustaleva, Anastassiya, Materials Today: Proceedings, 2022, 49, 2449-2454

Production Method 5

949898-99-1

136630-39-2

955964-73-5

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ;  rt
1.2 Solvents: Dimethyl sulfoxide ;  1.5 - 2 h, rt; 6 h, rt

Reference

Production of organic semiconductor material containing amine oxide group for OLED

, China, , ,

Production Method 6

949898-99-1

136630-39-2

955964-73-5

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ;  5 h, 50 °C

Reference

polycarbazole-polyoxadiazole-based light emitting polymers with good luminescent efficiency and stability for light emitting devices

, Korea, , ,

Production Method 7

949898-99-1

136630-39-2

955964-73-5

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ;  6 h, rt

Reference

Polycarbazole-polybenzothiadiazole containing tetrafluorophenylene groups with good thermal stability for energy conversion device

, Korea, , ,

Production Method 8

949898-99-1

136630-39-2

955964-73-5

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ;  rt; 12 h, rt

Reference

Bridging Small Molecules to Conjugated Polymers: Efficient Thermally Activated Delayed Fluorescence with a Methyl-Substituted Phenylene Linker

Rao, Jiancheng; Liu, Xinrui; Li, Xuefei; Yang, Liuqing; Zhao, Lei; et al, Angewandte Chemie, 2020, 59(3), 1320-1326

Production Method 9

949898-99-1

136630-39-2

955964-73-5

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ;  1 h, 80 °C
1.2 Solvents: Dimethyl sulfoxide ;  80 °C

Reference

Carbazole-based π-conjugated polyazomethines: Effects of catenation and comonomer insertion on optoelectronic features

Garbay, G.; Muccioli, L.; Pavlopoulou, E.; Hanifa, A.; Hadziioannou, G.; et al, Polymer, 2017, 119, 274-284

Production Method 10

949898-99-1

136630-39-2

955964-73-5

Reaction Conditions

1.1 Reagents: Potassium hydroxide Catalysts: 18-Crown-6 Solvents: Dimethyl sulfoxide ;  rt; 8 h, rt; 3 h, 60 °C

Reference

Saturated red electroluminescence from thermally activated delayed fluorescence conjugated polymers

Zhan, Hongmei; Wang, Yanjie; Li, Kuofei; Chen, Yuannan; Yi, Xiaohu; et al, Frontiers in Chemistry (Lausanne, 2020, 8,

Production Method 11

949898-99-1

136630-39-2

955964-73-5

Reaction Conditions

1.1 Reagents: Potassium hydroxide Catalysts: Tetrabutylammonium hydrogen sulfate Solvents: Acetone ;  2 h, reflux

Reference

Alternating Copolymers of Carbazole and Triphenylamine with Conjugated Side Chain Attaching Acceptor Groups: Synthesis and Photovoltaic Application

Zhang, Zhi-Guo; Liu, Yi-Liang; Yang, Yang; Hou, Ke-Yue; Peng, Bo; et al, Macromolecules (Washington, 2010, 43(22), 9376-9383

Production Method 12

949898-99-1

136630-39-2

955964-73-5

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ;  24 h, rt

Reference

Quinoxaline-based organic semiconductor compound for organic solar cell and organic thin film transistor, manufacturing method thereof, and organic electronic device thereof

, Korea, , ,

Production Method 13

949898-99-1

136630-39-2

955964-73-5

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ;  295 min, rt; 34 h, rt

Reference

Conjugated polymer containing novel sulfanyl-substituted dithienyl thienopyrazine derivative structure as monomer segment, its manufacture, and its use in solar cell photoelectric converter

, Japan, , ,

Production Method 14

1413971-41-1

136630-39-2

955964-73-5

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ;  2 h, rt; 24 h, rt
1.2 Reagents: Water

Reference

A Versatile Approach to Organic Photovoltaics Evaluation Using White Light Pulse and Microwave Conductivity

Saeki, Akinori; Yoshikawa, Saya; Tsuji, Masashi; Koizumi, Yoshiko; Ide, Marina; et al, Journal of the American Chemical Society, 2012, 134(46), 19035-19042

Production Method 15

949898-99-1

136630-39-2

955964-73-5

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ;  rt
1.2 Solvents: Dimethyl sulfoxide ;  1.5 - 2 h, rt; 6 h, rt

Reference

Conjugated polyelectrolyte photoelectric material based on polycarbazole and its application

, China, , ,

Production Method 16

949898-99-1

136630-39-2

955964-73-5

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ;  0 °C; 10 h, 0 °C

Reference

Monomer and electroluminescent polymer, its preparation method and application

, China, , ,

2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole Raw materials

• heptadecan-9-yl 4-methylbenzenesulfonate
• Heptadecane, 9-bromo-
• 7-Heptadecanol, 7-(4-methylbenzenesulfonate)
• 2,7-Dibromocarbazole

2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole Preparation Products

• 2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole (955964-73-5)

• 1. Fe/S-Catalyzed synthesis of 2-benzoylbenzoxazoles and 2-quinolylbenzoxazoles via redox condensation of o-nitrophenols with acetophenones and methylquinolines?
  Thi Thu Tram Nguyen,Thanh Binh Nguyen Org. Biomol. Chem., 2021,19, 6015-6020
• 2. Dissociative dynamics of O2 on Ag(110)?
  Ivor Lon?ari? Phys. Chem. Chem. Phys., 2015,17, 9436-9445
• 3. Emerging investigator series: first-principles and thermodynamics comparison of compositionally-tuned delafossites: cation release from the (001) surface of complex metal oxides?
  Joseph W. Bennett,Diamond T. Jones,Blake G. Hudson,Joshua Melendez-Rivera,Robert J. Hamers,Sara E. Mason Environ. Sci.: Nano, 2020,7, 1642-1651
• 4. Evolution of cellulose into flexible conductive green electronics: a smart strategy to fabricate sustainable electrodes for supercapacitors
  Tengfei Yu,Yuehan Wu,Wei Li,Bin Li RSC Adv., 2014,4, 34134-34143
• 5. Fate of single walled carbon nanotubes in wetland ecosystems?
  Joseph H. Bisesi,Tara Sabo-Attwood Environ. Sci.: Nano, 2014,1, 574-583

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Biphenyls and derivatives Brominated biphenyls
• Other Chemical Reagents

Introduction to 2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole (CAS No. 955964-73-5) in Modern Chemical and Biomedical Research

2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole, identified by the Chemical Abstracts Service Number (CAS No.) 955964-73-5, is a specialized organic compound that has garnered significant attention in the fields of pharmaceutical chemistry and materials science. This carbazole derivative, characterized by its brominated and alkoxy-substituted structure, exhibits unique physicochemical properties that make it a valuable candidate for various applications, particularly in the development of advanced materials and bioactive molecules.

The molecular structure of 2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole consists of a central carbazole core substituted with two bromine atoms at the 2 and 7 positions, and an octylnonyl chain attached at the 9-position. This particular arrangement imparts distinct electronic and steric properties to the molecule, enhancing its utility in optoelectronic devices and as a precursor in synthetic chemistry. The bromine substituents, in particular, provide reactive sites for further functionalization, enabling the construction of more complex derivatives with tailored biological activities.

In recent years, there has been a surge in research focused on carbazole derivatives due to their remarkable photophysical properties and potential applications in organic electronics. The brominated carbazoles, such as 2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole, have been extensively studied for their role in the development of light-emitting diodes (LEDs), organic photovoltaics (OPVs), and other optoelectronic devices. The presence of bromine atoms enhances the thermal stability and processability of these materials, making them more suitable for industrial applications.

Moreover, the alkoxy side chain in 2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole contributes to its solubility in common organic solvents, facilitating its use in solution-based fabrication techniques such as spin-coating and inkjet printing. This solubility is crucial for the production of thin-film devices where uniform layer formation is essential for optimal performance.

The biomedical applications of 2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole are also increasingly being explored. Carbazole derivatives have shown promise as antimicrobial agents, due to their ability to disrupt bacterial cell membranes and inhibit microbial growth. The bromine substituents may further enhance these antimicrobial properties by increasing the electrophilicity of the molecule, making it more reactive towards biological targets. Preliminary studies have indicated that this compound exhibits significant activity against certain resistant bacterial strains, suggesting its potential as a novel therapeutic agent.

Additionally, the structural motif of carbazoles has been linked to their role as kinase inhibitors and other pharmacological applications. The rigid planar structure of carbazole derivatives allows for precise interactions with biological targets, making them effective scaffolds for drug design. The bromine atoms can serve as handles for further derivatization, enabling the optimization of binding affinity and selectivity. Current research is focused on modifying 2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole to develop more potent inhibitors targeting specific disease pathways.

The synthesis of 2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole involves multi-step organic transformations that highlight its synthetic versatility. The introduction of bromine atoms can be achieved through electrophilic aromatic substitution reactions using reagents such as N-bromosuccinimide (NBS). The subsequent alkylation step introduces the octylnonyl chain via nucleophilic substitution or other coupling reactions. These synthetic routes are well-established and can be adapted to produce various carbazole derivatives with different substituents.

In conclusion,2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole (CAS No. 955964-73-5) represents a fascinating compound with diverse applications spanning from advanced materials to biomedical research. Its unique structural features make it a versatile building block for further chemical innovation. As research continues to uncover new functionalities and applications for this compound, it is expected to play an increasingly important role in both academic and industrial settings.

• 188032-43-1(9H-Carbazole, 3,6-dibromo-9-decyl-)
• 951307-27-0(3,9-Dibromo-5,11-dioctyl-5,11-dihydroindolo[3,2-b]carbazole)
• 85948-98-7(9H-Carbazole, 3,6-dibromo-9-dodecyl-)
• 156972-74-6(3-Bromo-9-hexyl-9H-carbazole)
• 912568-78-6(1H-Indole, 4-bromo-1-pentyl-)
• 726169-75-1(2,7-Dibromo-9-octyl-9H-carbazole)
• 654675-88-4(9H-Carbazole, 2,7-dibromo-9-butyl-)
• 79554-93-1(3,6-Dibromo-9-octyl-9H-carbazole)
• 150623-72-6(3,6-Dibromo-9-hexyl-9H-carbazole)
• 875797-70-9(9H-Carbazole, 3,6-dibromo-9-pentyl-)