9,9-Dioctyl-2,7-dibromofluorene

Base Information

• Chemical Name: 9,9-Dioctyl-2,7-dibromofluorene
• CAS No.: 198964-46-4
• Molecular Formula: C29H40Br2
• Molecular Weight: 548.445
• Hs Code.: 29039990
• European Community (EC) Number: 679-876-7
• DSSTox Substance ID: DTXSID60410565
• Nikkaji Number: J961.033B
• Wikidata: Q72472600
• Mol file: 198964-46-4.mol

Synonyms:9,9-Dioctyl-2,7-dibromofluorene;198964-46-4;2,7-Dibromo-9,9-dioctylfluorene;2,7-DIBROMO-9,9-DIOCTYL-9H-FLUORENE;2,7-Dibromo-9,9-di-n-octylfluorene;9H-Fluorene, 2,7-dibromo-9,9-dioctyl-;2,7-dibromo-9,9-di-n-octyl-9h-fluorene;MFCD03427216;C29H40Br2;SCHEMBL197894;DTXSID60410565;CYKLQIOPIMZZBZ-UHFFFAOYSA-N;BCP16425;AM9743;AKOS015839923;AC-4896;CS-W011464;FD14023;2,7-dibromo-9,9-bis(n-octyl)fluorene;9,9-di-(n-octyl)-2,7-dibromofluorene;9,9-Dioctyl-2,7-dibromofluorene, 96%;AS-15614;SY052842;D3934;FT-0656744;A814047;Q-101185

Chemical Property of 9,9-Dioctyl-2,7-dibromofluorene

Chemical Property:

• Vapor Pressure: 2.69E-12mmHg at 25°C
• Melting Point: 59-63 °C(lit.)
• Refractive Index: 1.546
• Boiling Point: 567.211 °C at 760 mmHg
• Flash Point: 341.372 °C
• PSA: 0.00000
• Density: 1.212 g/cm³
• LogP: 10.97930
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 13.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 14
• Exact Mass: 548.14763
• Heavy Atom Count: 31
• Complexity: 445

Purity/Quality:

99% ^*data from raw suppliers

9,9-Dioctyl-2,7-dibromofluorene ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC1(C2=C(C=CC(=C2)Br)C3=C1C=C(C=C3)Br)CCCCCCCC
• Description: 9,9-Dioctyl-2,7-dibromofluorene can be used for the synthesis of polymer semiconductors, engaging either Suzuki coupling or Stille coupling reactions.
• Uses: 9,9-Dioctyl-2,7-dibromofluorene is a reactant in the synthesis of 5,5''-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(thiophene-2-carbaldehyde), a donor-acceptor type photoelectrical material used in organic light-emitting diodes (OLEDs), organic photovoltaic (OPVs) and organic field-effect transistors (OFETs).

Technology Process of 9,9-Dioctyl-2,7-dibromofluorene

There total 17 articles about 9,9-Dioctyl-2,7-dibromofluorene 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%

9,9-dioctyl-9H-fluorene (123863-99-0) → 2,7-dibromo-9,9-dioctylfluorene (198964-46-4)

Guidance literature:

With bromine; iron(III) chloride; In chloroform; at 0 - 25 ℃; for 24h;

DOI:10.1039/a703076b

Reference yield: 96.0%

1-bromo-octane (111-83-1) + 2,7-dibromo-9H-fluorene (16433-88-8) → 2,7-dibromo-9,9-dioctylfluorene (198964-46-4)

Guidance literature:

With [benzene-1,3,5-triyltris(methylene)]tris(triphenylphosphonium) tribromide; sodium hydroxide; In water; dimethyl sulfoxide; at 30 ℃; for 1h; Inert atmosphere;

DOI:10.1007/s11164-016-2600-1

Reference yield: 85.0%

→ 2,7-dibromo-9,9-dioctylfluorene (198964-46-4)

Guidance literature:

With potassium iodide; potassium hydroxide; In dimethyl sulfoxide; at 20 ℃;

upstream raw materials:

9,9-dioctyl-9H-fluorene

1-bromo-octane

2,7-dibromo-9H-fluorene

sodium hydroxide

Downstream raw materials:

9,9-dioctyl-9H-fluorene-2,7-diyldiboronic acid

2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)dithiophene

2,7-bis[2-(4-nitrophenyl)ethenyl]-9,9-dioctylfluorene

C₆₇H₆₆

Refernces

• 1、 Leclerc, Mario,Ranger, Maxime,Belanger-Gariepy, Francine. "2,7-Dibromo-9,9-dioctylfluorene-Chloroform (1/0.25)". . p. 799 - 801. Retrieved 1998.
• 2、 Chen, Run-Feng,Zhu, Rui,Fan, Qu-Li,Huang, Wei. "Synthesis, structure, and optoelectronic properties of phosphafluorene copolymers". . p. 2913 - 2916. Retrieved 2008.
• 3、 Irfan, Madiha,Belfield, Kevin D.,Saeed, Aamer. "Carbazole/fluorene based conjugated small molecules: Synthesis and comparative studies on the optical, thermal and electrochemical properties". . p. 48760 - 48768. Retrieved 2015.
• 4、 La Rosa, Andrea,Gillemot, Katalin,Leary, Edmund,Evangeli, Charalambos,González, María Teresa,Filippone, Salvatore,Rubio-Bollinger, Gabino,Agra?t, Nicolás,Lambert, Colin J.,Martín, Nazario. "Does a cyclopropane ring enhance the electronic communication in dumbbell-type C60 dimers?". . p. 4871 - 4877. Retrieved 2014.
• 5、 Kumar, Chitra,Mohan, Ramesh,Praveen, Chandrasekar,Raheem, Abbasriyaludeen Abdul,Shanmugam, Ramasamy. "Unravelling the miniscule size effect of auxiliary donor in D-D-π-A type dipolar photosensitizers on quasi-solid state DSSC performance". . . Retrieved 2021.
• 6、 Intemann, Jeremy J.,Mike, Jared F.,Cai, Min,Barnes, Charles A.,Xiao, Teng,Roggers, Robert A.,Shinar, Joseph,Shinar, Ruth,Jeffries-El, Malika. "Synthesis, characterization, and electroluminescence properties of poly(fluorenevinylene benzobisthiazoles)". . p. 916 - 923. Retrieved 2013.
• 7、 Zhang, Ting,Liu, Di,Wang, Qian,Wang, Renjie,Ren, Huicai,Li, Jiuyan. "Deep-blue and white organic light-emitting diodes based on novel fluorene-cored derivatives with naphthylanthracene endcaps". . p. 12969 - 12976. Retrieved 2011.
• 8、 Dai, Chunhui,Yang, Dongliang,Hu, Yanling,Deng, Yue,Yang, Xiaoman,Liu, Zhonglin. "A novel boron ketoiminate-based conjugated polymer with large Stokes shift: AIEE feature and cell imaging application". . p. 4071 - 4076. Retrieved 2021/03/08.