2,7-Dibromo-9-fluorenone

Base Information

• Chemical Name: 2,7-Dibromo-9-fluorenone
• CAS No.: 14348-75-5
• Molecular Formula: C13H6Br2O
• Molecular Weight: 337.998
• Hs Code.: 29147000
• NSC Number: 90687
• DSSTox Substance ID: DTXSID20293558
• Nikkaji Number: J307.651B
• Wikidata: Q72464309
• Mol file: 14348-75-5.mol

Synonyms:2,7-Dibromo-9-fluorenone;14348-75-5;2,7-dibromo-9h-fluoren-9-one;2,7-dibromofluoren-9-one;2,7-dibromofluorenone;2,7-dibromo-fluoren-9-one;9H-Fluoren-9-one, 2,7-dibromo-;2,7-dibromo-fluorenone;MFCD00010790;2,7-Dibromo-9-fluorenone or 27-Dibromofluorenone;NSC90687;2,7-dibromfluorenon;Maybridge1_002427;2,7-dibromofluorene-9-on;2,7-dibromofluorene-9-one;NCIOpen2_009661;SCHEMBL39700;DivK1c_001179;HMS548G07;DTXSID20293558;2,7-dibromo-9H-fluorene-9-one;2,7-Dibromo-9-fluorenone, 96%;CS-M3062;CCG-53377;NSC 90687;NSC-90687;STK693620;AKOS005605646;AC-3258;OL10062;CDS1_000139;AS-10709;SY004752;AM20061190;D3557;FT-0610747;Q-101158;SR-01000642544-1

Chemical Property of 2,7-Dibromo-9-fluorenone

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 2.44E-08mmHg at 25°C
• Melting Point: 202 - 204 °C
• Refractive Index: 1.71
• Boiling Point: 451.4 °C at 760 mmHg
• Flash Point: 163 °C
• PSA: 17.07000
• Density: 1.907 g/cm³
• LogP: 4.42300
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Tetrahydrofuran
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 337.87649
• Heavy Atom Count: 16
• Complexity: 276

Purity/Quality:

99% ^*data from raw suppliers

2,7-Dibromo-9-fluorenone ^*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:

• Canonical SMILES: C1=CC2=C(C=C1Br)C(=O)C3=C2C=CC(=C3)Br
• Uses: 2,7-Dibromo-9-fluorenone was used in preparation of :2,7-poly(spiro[4′,4′-dioctyl-2′,6′-dioxocyclohexane-1′,9-fluorene]), precursor polymer for the synthesis of 2,7-poly(9-fluorenone)2,7-dibromo-9-(2-methylpyridin-5-yl)fluoren-9-ol

Technology Process of 2,7-Dibromo-9-fluorenone

There total 35 articles about 2,7-Dibromo-9-fluorenone 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: 100.0%

9-fluorenone (486-25-9,952573-42-1) → 2,7-dibromofluorene-9-one (14348-75-5)

Guidance literature:

With bromine; In water; at 80 ℃; for 10h;

DOI:10.1021/jacs.7b03327

Reference yield: 98.0%

2,7-dibromo-9H-fluorene (16433-88-8) → 2,7-dibromofluorene-9-one (14348-75-5)

Guidance literature:

With chromium(III) oxide; acetic acid; at 20 ℃; for 6h;

DOI:10.1016/j.tet.2006.01.058

Reference yield: 95.0%

2,7-dibromo-9H-fluoren-9-ol (748187-31-7) → 2,7-dibromofluorene-9-one (14348-75-5)

Guidance literature:

With tert.-butylhydroperoxide; copper(II) acetate monohydrate; In water; at 80 ℃; for 8h;

DOI:10.1002/cjoc.201700115

upstream raw materials:

9-fluorenone

4,4‘-dibromo-2,2‘-bis(carboxyl)-1,1‘-biphenyl

2,7-dibromo-9H-fluorene

2,7-dibromo-phenanthrene-9,10-dione

Downstream raw materials:

3,8-dibromo-phenanthridin-6-ol

4,4'-(2,7-dibromo-9H-fluorene-9,9-diyl)diphenol

2,7-dibromo-9,9-diphenyl-9H-fluorene

2,7-dibromo-9,9'-spirobi[fluorene]

Refernces

• 1、 Chou, Chia-Hung,Hsu, So-Lin,Dinakaran,Chiu, Mao-Yuan,Wei, Kung-Hwa. "Synthesis and characterization of luminescent polyfluorenes incorporating side-chain-tethered polyhedral oligomeric silsesquioxane units". . p. 745 - 751. Retrieved 2005.
• 2、 Chen, Yung-Chung,Hsu, Chih-Yu,Lin, Jiann T.. "Novel conjugated copolymers based on dithiafulvalene moiety for bulk heterojunction solar cells". . p. 2121 - 2129. Retrieved 2012.
• 3、 Pinck,Hilbert. "-". . p. 867. Retrieved 1946.
• 4、 Zhang, Xin,Ji, Xuan,Jiang, Shanshan,Liu, Lili,Weeks, Brandon L.,Zhang, Zhao. "Highly efficient synthesis of 9-fluorenones from 9H-fluorenes by air oxidation". . p. 1891 - 1896. Retrieved 2011.
• 5、 Park, On You,Kim, Hee Un,Park, Jong Baek,Hwang, Do-Hoon. "(E)-2,2'Dibromo-7,7'-bis(diphenylamino)-9,9'-bifluorenylidene as a new electron acceptor for organic photovoltaic cells". . p. 8225 - 8230. Retrieved 2014.
• 6、 Li, Ji-Kun,Huang, Xian-Qiang,Yang, Song,Ma, Hong-Wei,Chi, Ying-Nan,Hu, Chang-Wen. "Four alkoxohexavanadate-based pd-polyoxovanadates as robust heterogeneous catalysts for oxidation of benzyl-alkanes". . p. 1454 - 1461. Retrieved 2015.
• 7、 Ma, Ranran,Chen, Zhiwei,Cao, Fan,Wang, Suna,Huang, Xianqiang,Li, Yunwu,Lu, Jing,Li, Dacheng,Dou, Jianmin. "Two 2-D multifunctional cobalt(ii) compounds: field-induced single-ion magnetism and catalytic oxidation of benzylic C-H bonds". . p. 2137 - 2145. Retrieved 2017.
• 8、 Li, Longjia,Liu, Zibo,Tang, Shanyu,Li, Jiao,Ren, Xuanhe,Yang, Guanyu,Li, Heng,Yuan, Bingxin. "Amphiphilic ligands for Cu-catalyzed aerobic oxidation to synthesize 9-fluorenones in water". . p. 34 - 38. Retrieved 2019.
• 9、 Xi, Yaru,Wei, Wei,Xu, Yanqing,Huang, Xianqiang,Zhang, Fanzhou,Hu, Changwen. "Coordination polymers based on substituted terpyridine ligands: synthesis, structural diversity, and highly efficient and selective catalytic oxidation of benzylic c-h bonds". . p. 2695 - 2702. Retrieved 2015.
• 10、 Chen, Weiming,Xie, Xin,Zhang, Jian,Qu, Jian,Luo, Can,Lai, Yaozhu,Jiang, Feng,Yu, Han,Wei, Yongge. "Oxidative carbon-carbon bond cleavage of 1,2-diols to carboxylic acids/ketones by an inorganic-ligand supported iron catalyst". supporting information. p. 9140 - 9146. Retrieved 2021/11/23.