2-Bromofluorene

Base Information

• Chemical Name: 2-Bromofluorene
• CAS No.: 1133-80-8
• Molecular Formula: C13H9Br
• Molecular Weight: 245.118
• Hs Code.: 29039990
• European Community (EC) Number: 214-480-6
• NSC Number: 1463
• UNII: J2DF3P68J2
• DSSTox Substance ID: DTXSID00150357
• Nikkaji Number: J149.817G
• Wikidata: Q72455616
• Mol file: 1133-80-8.mol

Synonyms:2-Bromofluorene;1133-80-8;2-BROMO-9H-FLUORENE;9H-Fluorene, 2-bromo-;C13H9Br;MFCD00001115;AI3-00816;J2DF3P68J2;NSC-1463;EINECS 214-480-6;NSC1463;2-brom-9H-fluoren;9H-Fluorene,2-bromo;2-Bromofluorene, Tech.;2-Bromofluorene, 95%;2-Bromo-9H-fluorene #;UNII-J2DF3P68J2;SCHEMBL415882;DTXSID00150357;BCP27073;NSC 1463;AKOS015835445;CS-W010255;DS-1100;FD14012;SY004751;AM20060920;B3069;FT-0611561;EN300-217267;Q-101150

Chemical Property of 2-Bromofluorene

Chemical Property:

• Appearance/Colour: Colorless powder or crystal
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 110-115 °C
• Refractive Index: 1.67
• Boiling Point: 350.3 °C at 760 mmHg
• Flash Point: 166.8 °C
• PSA: 0.00000
• Density: 1.489 g/cm³
• LogP: 4.02030
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in chloroform and ethyl acetate.
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 243.98876
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

99%Min ^*data from raw suppliers

2-Bromofluorene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1C2=CC=CC=C2C3=C1C=C(C=C3)Br
• Uses: 2-Bromofluorene is a nonintrusive end-capping reagent to control molecular weights and to generate well-defined oligomers. 2-Bromofluorene is used as a reagent for the preparation of dibromofluorene-labelled polystyrene by nitroxide-mediated polymerization. It is also being used in the agricultural sector as a fungicide for tomato disease control. Its carcinogenic effects on humans are currently being investigated. (1) It can be used as pharmaceutical intermediate, it is also important intermediate in the synthesis of optoelectronic material. (2) By ultrasonic radiation of Barbier-type reaction, 2-bromofluorene is used for the study of aryl bromide (aryl bromides) converts to aryl triethoxysilane (aryltriethoxysilanes). It is also for the preparation of N-carbazole fluorene oligomers end-capped. It can be used as intermediates of OLED materials in industry. 2-Bromofluorene was used in the synthesis of end-capping reagent 2-bromo-9,9-di-nhexylfluorene. It has been used in the preparation of poly(di-n-hexylfluorene)s end capped with 2-bromofluorene, 2-bromo-9,9-di-n-hexylfluorene and 9-bromoanthracene through Ni(0) mediated polymerization. It was also used in the synthesis of 2-bromo-9,9-dihexylfluorene.

Technology Process of 2-Bromofluorene

There total 33 articles about 2-Bromofluorene 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: 99.0%

9H-fluorene (86-73-7) → 2-bromo-9H-fluorene (1133-80-8)

Guidance literature:

With mono(N,N,N-trimethylbenzenaminium) tribromide; zinc(II) chloride; In acetic acid; for 0.5h; Ambient temperature;

DOI:10.1246/bcsj.62.439

Reference yield: 95.0%

N-Bromosuccinimide (128-08-5) + 9H-fluorene (86-73-7) → 2-bromo-9H-fluorene (1133-80-8)

Guidance literature:

In 1,2-propylene cyclic carbonate; water; toluene;

Reference yield: 93.0%

2-bromofluoren-9-one (3096-56-8) → 2-bromo-9H-fluorene (1133-80-8)

Guidance literature:

With palladium on activated charcoal; hydrogen; acetic acid; at 60 ℃; for 7h;

upstream raw materials:

1,4-dioxane

9H-fluorene

1,2-propylene cyclic carbonate

N-Bromosuccinimide

Downstream raw materials:

9H-fluorene

9-benzyl-2-bromo-9H-fluorene

1-(7-bromo-9H-fluoren-2-yl)ethanone

9-benzylidene-2-bromo-fluorene

Refernces

• 1、 Zimmermann,Berliner. "". . p. 3953,3954-3959. Retrieved 1962.
• 2、 Li, Mao,Tang, Shi,Shen, Fangzhong,Liu, Meirong,Xie, Weijie,Xia, Hong,Liu, Linlin,Tian, Leilei,Xie, Zengqi,Lu, Ping,Hanif, Muddasir,Lu, Dan,Cheng, Gang,Ma, Yuguang. "Highly luminescent network films from electrochemical deposition of peripheral carbazole functionalized fluorene oligomer and their applications for light-emitting diodes". . p. 3393 - 3395. Retrieved 2006.
• 3、 Miller,Bachman. "-". . p. 2443,2446. Retrieved 1935.
• 4、 Jiang, Wen-Feng,Wang, Hui-Long,Wang, An-Gang,Li, Zhe-Qi. "Simple and efficient method for obtaining fluorene and spirobifluorene bromide derivatives". . p. 1888 - 1895. Retrieved 2008.
• 5、 Hosseinzadeh, Rahman,Mohadjerani, Maryam,Pooryousef, Mona. "Fluorene-based boronic acids as fluorescent chemosensor for monosaccharides at physiological pH". . p. 549 - 555. Retrieved 2015.
• 6、 Chen, Jing,Deng, Xianping,Yang, Daobin,Huo, Erfu,Chen, Yunqing,Huang, Yan,Lu, Zhiyun. "Synthesis and photovoltaic properties of conjugated copolymers bearing bis(9,9-di(2-ethylhexyl)-9H-fluoren-2-yl)quinoxaline subunit with deep HOMO level". . p. 5959 - 5966. Retrieved 2014.
• 7、 -. "Conjugated diene monomer 9-9 - dialkyl fluorene as structural unit and synthesis method thereof". Paragraph 0042; 0045-0049. . Retrieved 2021/10/05.
• 8、 Akhmetov, Vladimir,Amsharov, Konstantin,F?rtsch, Andreas,Feofanov, Mikhail. "Solid-state construction of zigzag periphery: Via intramolecular C-H insertion induced by alumina-mediated C-F activation". supporting information. p. 12325 - 12328. Retrieved 2021/11/30.