2,7-Dibromo-9H-carbazole

Base Information

• Chemical Name: 2,7-Dibromo-9H-carbazole
• CAS No.: 136630-39-2
• Molecular Formula: C12H7Br2N
• Molecular Weight: 325.002
• Hs Code.: 29339900
• European Community (EC) Number: 679-869-9
• DSSTox Substance ID: DTXSID70457082
• Nikkaji Number: J438.025H
• Wikidata: Q72464029
• Metabolomics Workbench ID: 112473
• ChEMBL ID: CHEMBL5076872
• Mol file: 136630-39-2.mol

Synonyms:2,7-Dibromocarbazole;

Chemical Property of 2,7-Dibromo-9H-carbazole

Chemical Property:

• Vapor Pressure: 3.58E-08mmHg at 25°C
• Melting Point: 230.0 to 234.0 °C
• Refractive Index: 1.796
• Boiling Point: 459 °C at 760 mmHg
• PKA: 15.13±0.30(Predicted)
• Flash Point: 231.4 °C
• PSA: 15.79000
• Density: 1.93 g/cm³
• LogP: 4.84610
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 324.89247
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

98% ^*data from raw suppliers

2,7-Dibromo-9H-carbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: other cyclic peptide (other cyclic peptide)
• Canonical SMILES: C1=CC2=C(C=C1Br)NC3=C2C=CC(=C3)Br
• Description: 2,7-dibromocarbazole, also known as 2,7-dibromo-9H-carbazole, is a building block for the synthesis of small molecules of carbazole series or carbazole back-boned polymers in the application of OFETs, OLEDs, PLEDs and OPVs.

Technology Process of 2,7-Dibromo-9H-carbazole

There total 12 articles about 2,7-Dibromo-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: 87.0%

4,4'-dibromo-2-nitro-biphenyl (439797-69-0) → 2,7-dibromo-9H-carbazole (136630-39-2)

Guidance literature:

With triethyl phosphate; In icosane;

DOI:10.1021/acs.macromol.8b00919

Reference yield: 85.2%

4,4′-dibromo-[1,1′-biphenyl]-2,2′-diamine (136630-36-9) → 2,7-dibromo-9H-carbazole (136630-39-2)

Guidance literature:

In phosphoric acid; at 190 - 200 ℃; for 26h;

DOI:10.1016/S0223-5234(99)80064-6

Reference yield: 80.0%

9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 2,7-dibromo-9H-carbazole (136630-39-2)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; for 4h; Cooling with ice; Darkness; Inert atmosphere;

upstream raw materials:

4,4′-dibromo-[1,1′-biphenyl]-2,2′-diamine

{4-[7-bromo-9-(4-trimethylsilanylethynylphenyl)-9H-carbazol-2-ylethynyl]phenyl}dimethylamine

4,4'-dibromo-2-nitro-biphenyl

4,4'-dibromo-2,2'-dinitrobiphenyl

Downstream raw materials:

2,7-dibromo-9-(4-nitrophenyl)-9H-carbazole

2,7-dibromo-9-octyl-9H-carbazole

2,7-dibromo-9-n-hexyl-9H-carbazole

2,7-bis(diphenylphosphino)-9-phenyl-9H-carbazole

Refernces

• 1、 Peng, Qiang,Liu, Xiangju,Qin, Yuancheng,Zhou, Dan,Xu, Jun. "Thieno[3,4-b]pyrazine-based low bandgap photovoltaic copolymers: Turning the properties by different aza-heteroaromatic donors". . p. 4458 - 4467. Retrieved 2011.
• 2、 Kawabata, Kohsuke,Goto, Hiromasa. "Dynamically controllable emission of polymer nanofibers: Electrofluorescence chromism and polarized emission of polycarbazole derivatives". . p. 15065 - 15072. Retrieved 2012.
• 3、 Chen, Dong-Hui,Lin, Ling,Sheng, Tian-Lu,Wen, Yue-Hong,Hu, Sheng-Min,Fu, Rui-Biao,Zhuo, Chao,Li, Hao-Ran,Wu, Xin-Tao. "Syntheses, structures and luminescence properties of five coordination polymers based on designed 2,7-bis(4-benzoic acid)-: N -(4-benzoic acid) carbazole". . p. 2632 - 2643. Retrieved 2017.
• 4、 Liu, Yong,Meng, Fangfang,Nie, Jing,Niu, Jie,Yu, Xiaoqiang,Lin, Weiying. "Two-photon fluorescent probe for detecting cell membranal liquid-ordered phase by an aggregate fluorescence method". . p. 4725 - 4731. Retrieved 2017.
• 5、 Yang, Sheng-Hsiung,Lin, Tz-Shiuan,Huang, Yu-Zhang,Li, Husan-De,Chao, Yu-Chiang. "Synthesis of hyperbranched polythiophenes containing tetrachloroperylene bisimide as bridging moiety for polymer solar cells". . p. 6058 - 6068. Retrieved 2014.
• 6、 Zhao, Wei,Cai, Wanzhu,Xu, Ruixia,Yang, Wei,Gong, Xiong,Wu, Hongbin,Cao, Yong. "Novel conjugated alternating copolymer based on 2,7-carbazole and 2,1,3-benzoselenadiazole". . p. 3196 - 3202. Retrieved 2010.
• 7、 Lin, Tzu-Chau,Chien, Wei,Dai, Shu-Wen,Lin, Hao-Wu,Liu, Yueh-Ching. "Multi-photon properties in various condensed phases of dendritic chromophores derived from carbazole and indenoquioxaline units: Synthesis and characterization". . p. 140 - 150. Retrieved 2019/05/01.
• 8、 -. "KIT FOR DETECTING ctDNA AND EXPRESSION OF DRUG-RESISTANT GENES RELATED TO APPLICABILITY OF TUMOR CHEMOTHERAPEUTIC DRUGS". Paragraph 0025. . Retrieved 2019/10/23.