3-Bromo-9H-carbazole

Base Information

• Chemical Name: 3-Bromo-9H-carbazole
• CAS No.: 1592-95-6
• Molecular Formula: C12H8BrN
• Molecular Weight: 246.106
• Hs Code.: 29339900
• Mol file: 1592-95-6.mol

Synonyms:Carbazole,3-bromo- (6CI,7CI,8CI);3-Bromocarbazole;NSC 74389;

Chemical Property of 3-Bromo-9H-carbazole

Chemical Property:

• Vapor Pressure: 1.56E-06mmHg at 25°C
• Melting Point: 195 °C
• Refractive Index: 1.783
• Boiling Point: 409.2 °C at 760 mmHg
• PKA: 16.43±0.30(Predicted)
• Flash Point: 201.3 °C
• PSA: 15.79000
• Density: 1.617 g/cm³
• LogP: 4.08360
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

99% ^*data from raw suppliers

3-Bromo-9H-carbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Bromocarbazole is used as a intermediate for organic light-emitting diode(OLED) and pharmaceutical. 3-Bromo-9H-carbazole is an aryl hydrocarbon receptor agonist. A standard for environmental testing and research. Substance for the bological potency study, characterization of mono to tetra-halogenated carbazoles.

Technology Process of 3-Bromo-9H-carbazole

There total 43 articles about 3-Bromo-9H-carbazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.2%

9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 3-bromo-9H-carbazole (1592-95-6)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane;

DOI:10.1016/j.bmcl.2011.10.125

Reference yield: 91.0%

6-bromo-1,2,3,4-tetrahydro-9H-carbazole (21865-50-9) → 3-bromo-9H-carbazole (1592-95-6)

Guidance literature:

With copper(II) choride dihydrate; In dimethyl sulfoxide; at 100 ℃; for 7h;

DOI:10.1016/j.tetlet.2018.01.061

Reference yield: 90.0%

C14H16BrN → 3-bromo-9H-carbazole (1592-95-6)

Guidance literature:

C₁₄H₁₆BrN; With dichloro[1,3-bis(2-methylphenyl)-2-imidazolidinylidene](benzylidene) (tricyclohexylphosphine) ruthenium(II); In ethyl acetate; at 70 ℃; for 2h; under 760.051 Torr; Sealed tube; Inert atmosphere;

With oxygen; In ethyl acetate; at 70 ℃; for 24h; under 760.051 Torr; Sealed tube;

DOI:10.1002/chem.202001961

upstream raw materials:

6-bromo-1,2,3,4-tetrahydro-9H-carbazole

1-(3-bromo-9H-carbazol-9-yl)ethan-1-one

9-benzyl-9H-carbazole

(3-bromo-9H-carbazol-9-yl)(phenyl)methanone

Downstream raw materials:

(3-bromo-9H-carbazol-9-yl)(phenyl)methanone

3-Hydroxycarbazol

9H-carbazole-3-carboxylic acid

3-(4-(9H-carbazol-9-yl)phenyl)-9H-carbazole

Refernces

• 1、 Leitch, Jamie A.,Heron, Callum J.,McKnight, Janette,Kociok-K?hn, Gabriele,Bhonoah, Yunas,Frost, Christopher G.. "Ruthenium catalyzed remote C4-selective C-H functionalisation of carbazoles: Via σ-activation". . p. 13039 - 13042. Retrieved 2017.
• 2、 Sun, Kaiyong,Xie, Xiafei,Liu, Yao,Jiang, Wei,Ban, Xinxin,Huang, Bin,Sun, Yueming. "Thermally cross-linkable thermally activated delayed fluorescent materials for efficient blue solution-processed organic light-emitting diodes". . p. 8973 - 8979. Retrieved 2016.
• 3、 Pielichowski,Kyziol. "-". . p. 1306,1307,1308,1311. Retrieved 1974.
• 4、 Liu, Gang,Wang, Feng,Chaunchaiyakul, Songpol,Saito, Yukie,Bauri, Ajoy K.,Kimura, Takahide,Kuwahara, Yuji,Komatsu, Naoki. "Simultaneous discrimination of diameter, handedness, and metallicity of single-walled carbon nanotubes with chiral diporphyrin nanocalipers". . p. 4805 - 4814. Retrieved 2013.
• 5、 Altinolcek, Nuray,Battal, Ahmet,Vardalli, Cemre Nur,Tavasli, Mustafa,Yu, Holly A.,Peveler, William J.,Skabara, Peter J.. "Carbazole-based D-π-A molecules: Determining the photophysical properties and comparing ICT effects of π-spacer and acceptor groups". . . Retrieved 2021.
• 6、 Takahashi, Yukiko,Furukawa, Ken-Ichi,Ishibashi, Masami,Kozutsumi, Daisuke,Ishiyama, Haruaki,Kobayashi, Jun'ichi,Ohizumi, Yasushi. "Structure-activity relationship of bromoeudistomin D, a powerful Ca2+ releaser in skeletal muscle sarcoplasmic reticulum". . p. 285 - 294. Retrieved 1995.
• 7、 Wong, Michael Y.,Hedley, Gordon J.,Xie, Guohua,K?lln, Lisa S.,Samuel, Ifor D. W.,Pertegás, Antonio,Bolink, Henk J.,Zysman-Colman, Eli. "Light-Emitting Electrochemical Cells and Solution-Processed Organic Light-Emitting Diodes Using Small Molecule Organic Thermally Activated Delayed Fluorescence Emitters". . p. 6535 - 6542. Retrieved 2015.
• 8、 Mao, Mao,Li, Qing-Song,Zhang, Xiao-Lin,Wu, Guo-Hua,Dai, Chun-Guang,Ding, Yong,Dai, Song-Yuan,Song, Qin-Hua. "Effects of donors of bodipy dyes on the performance of dye-sensitized solar cells". . p. 148 - 160. Retrieved 2017.
• 9、 Altinolcek, Nuray,Battal, Ahmet,Peveler, William J.,Skabara, Peter J.,Tavasli, Mustafa,Yu, Holly A.. "Synthesis of novel multifunctional carbazole-based molecules and their thermal, electrochemical and optical properties". . p. 1066 - 1074. Retrieved 2020.
• 10、 Midya, Anupam,Xie, Zhibin,Yang, Jia-Xiang,Chen, Zhi-Kuan,Blackwood, Daniel J.,Wang, John,Adams, Stefan,Loh, Kian Ping. "A new class of solid state ionic conductors for application in all solid state dye sensitized solar cells". . p. 2091 - 2093. Retrieved 2010.