2,7-Dibromofluorene

Base Information

• Chemical Name: 2,7-Dibromofluorene
• CAS No.: 16433-88-8
• Molecular Formula: C13H8Br2
• Molecular Weight: 324.015
• Hs Code.: 29420000
• European Community (EC) Number: 629-430-2
• NSC Number: 90686
• DSSTox Substance ID: DTXSID60167744
• Nikkaji Number: J82.506I
• Wikidata: Q72464306
• Mol file: 16433-88-8.mol

Synonyms:2,7-Dibromofluorene;16433-88-8;2,7-Dibromo-9H-fluorene;9H-Fluorene, 2,7-dibromo-;Fluorene, 2,7-dibromo-;MFCD00019048;C13H8Br2;2,7-dibromfluoren;NSC90686;Fluorene,7-dibromo-;2, 7-dibromofluorene;2,7-di bromo fluorene;9H-Fluorene,7-dibromo-;NCIOpen2_009621;SCHEMBL40823;2,7-Dibromofluorene, 97%;2,7-Dibromo-9H-fluorene #;DTXSID60167744;CX1118;NSC 90686;NSC-90686;AKOS005216446;AC-4865;CS-W002120;AS-14444;SY018225;AM20060910;D3556;FT-0602109;A810561;Q-101149;F0001-0599

Chemical Property of 2,7-Dibromofluorene

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 2.5E-06mmHg at 25°C
• Melting Point: 164-166 °C(lit.)
• Refractive Index: 1.691
• Boiling Point: 402.7 °C at 760 mmHg
• Flash Point: 230.9 °C
• PSA: 0.00000
• Density: 1.793 g/cm³
• LogP: 4.78280
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly)
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 323.89723
• Heavy Atom Count: 15
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

2,7-Dibromo-9H-fluorene ^*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: C1C2=C(C=CC(=C2)Br)C3=C1C=C(C=C3)Br
• Description: 2,7-Dibromofluorene is a halogenated polycyclic aromatic compound and its vapour pressure has been measured using the Knudsen effusion method.
• Uses: 2,7-Dibromofluorene was used as a template for the N-carbazole capped oligofluorenes which show potential as hole-transporting materials for organic light emitting devices (OLEDs). It may be used in the synthesis of conjugated polymer, poly[9,9′-bis(6′′-N,N,N-trimethylammonium)hexyl)fluorene-co-alt-4,7-(2,1,3-benzothiadiazole) dibromide] (PFBT), used in label-free DNA microarrays. It was used in the preparartion of blue photoluminescent unsymmetrically substituted polyfluorene. It was also used in the preparation of 2,7-dibromofluorene monomers containing benzyl ether dendrons (generations 1, 2 and 3) in the 9,9′-position of the fluorene ring, such as:9,9-bis[(3,5-bis(benzyloxy)benzyloxy)methyl]-2,7-dibromofluorene9,9-bis[(3,5-bis(3,5-bis(benzyloxy)benzyloxy)benzyloxy)-methyl] 2,7-dibromo-fluorene9,9-bis[(3,5-bis(3,5-bis(3,5-bis(benzyloxy)benzyloxy)benzyloxy) benzyloxy)-methyl]-2,7-dibromofluorene 2,7-Dibromofluorene is used as a template for the N-carbazole capped oligofluorenes which show potential as hole-transporting materials for organic light emitting devices (OLEDs). It is also used in the synthesis of conjugated polymer, poly[9,9?-bis(6??-N,N,N-trimethylammonium)hexyl)fluorene-co-alt-4,7-(2,1,3-benzothiadiazole) dibromide] (PFBT), used in label-free DNA microarrays, in the preparation of blue photoluminescent unsymmetrically substituted polyfluorene and in the preparation of 2,7-dibromofluorene monomers containing benzyl ether dendrons (generations 1, 2 and 3) in the 9,9?-position of the fluorene ring, such as: 9,9-bis[(3,5-bis(benzyloxy)benzyloxy)methyl]-2,7-dibromofluorene, 9,9-bis[(3,5-bis(3,5-bis(benzyloxy)benzyloxy)benzyloxy)-methyl] 2,7-dibromo-fluorene, 9,9-bis[(3,5-bis(3,5-bis(3,5-bis(benzyloxy)benzyloxy)benzyloxy) benzyloxy)-methyl]-2,7-dibromofluorene.

Technology Process of 2,7-Dibromofluorene

There total 29 articles about 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: 82.0%

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

Guidance literature:

With iodine; magnesium; In methanol; at 20 ℃; for 2h;

Reference yield: 43.0%

2,7-dibromo-3,6-di-t-butylfluorene (106112-41-8) → 2,7-dibromo-9H-fluorene (16433-88-8)

Guidance literature:

With aluminium trichloride; In benzene; at 50 ℃; for 0.5h;

DOI:10.1246/bcsj.59.97

Reference yield: 33.0%

9H-fluorene (86-73-7) → 2-bromo-9H-fluorene (1133-80-8) + 2,7-dibromo-9H-fluorene (16433-88-8)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; sodium bromide; In water; 1,2-dichloro-ethane; at 20 ℃; for 10h;

DOI:10.1080/00397910801997439

upstream raw materials:

9H-fluorene

mercury(II) diacetate

dodecahydrofluorene

2,7-dibromo-fluorene-9-carboxylic acid

Downstream raw materials:

(2,7-dibromo-fluoren-9-yl)-phenyl ketone

N'-(2,7-dibromo-fluoren-9-ylidene)-N,N-dimethyl-p-phenylenediamine

9H-fluorene

9H,9'H-2,2'-bifluorene

Refernces

• 1、 -. "Condensed polycyclic compounds and organic light emitting device comprising the same". Paragraph 0432; 0543-0545. . Retrieved 2016/10/09.
• 2、 Khurana, Jitender M.,Bansal, Geeti,Kukreja, Gagan,Pandey, Ravi R.. "Pinacol Formation and Reduction of Aromatic Carbonyls with Magnesium-Methanol at Ambient Temperature". . p. 1365 - 1371. Retrieved 2007/10/03.