216312-73-1

Basic information

• Product Name: 3,6-Dibromo-fluoren-9-one
• Synonyms: 3,6-Dibromo-fluoren-9-one;3,6-Dibromofluorene-9-one;NSC 86559;3,6-Dibromo-9-fluorenone;3,6-dibromo-9H-fluoren-9-one;9H-FLUOREN-9-ONE, 3,6-DIBROMO-
• CAS NO: 216312-73-1
• Molecular Formula: C₁₃H₆Br₂O
• Molecular Weight: 337.99414
• EINECS: -0
• Mol File: 216312-73-1.mol
• Article Data: 22

Chemical Properties

• Melting Point: 321 °C
• Boiling Point: 448.5±38.0 °C(Predicted)
• Appearance: /
• Density: 1.907±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Very Slightly), DMSO (Very Slightly, Heated)
• CAS DataBase Reference: 3,6-Dibromo-fluoren-9-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-Dibromo-fluoren-9-one(216312-73-1)
• EPA Substance Registry System: 3,6-Dibromo-fluoren-9-one(216312-73-1)

Safety Data

• Hazardous Substances Data: 216312-73-1(Hazardous Substances Data)

Usage

Description

3,6-Dibromo-fluoren-9-one is an organic compound characterized by its unique molecular structure featuring a fluorenone core with two bromine atoms at the 3 and 6 positions. 3,6-Dibromo-fluoren-9-one is known for its potential applications in various fields due to its chemical properties.

Uses

Used in Chemical Synthesis:
3,6-Dibromo-fluoren-9-one is used as a reagent for the preparation of diphenylamine-fluorenone derivatives. These derivatives are of interest due to their potential as fluorescent probes, which can be utilized in the staining and visualization of neuroblastoma cells.
Used in Biomedical Research:
In the field of biomedical research, 3,6-Dibromo-fluoren-9-one is used as a key intermediate in the synthesis of compounds that can serve as markers or indicators for specific cell types, such as neuroblastoma cells. The development of these fluorescent probes can aid in the study of cell behavior, disease mechanisms, and the effectiveness of therapeutic interventions.
Used in Pharmaceutical Industry:
The compound may also find applications in the pharmaceutical industry, where it could be used as a building block for the development of new drugs targeting various diseases. Its unique structure and reactivity make it a valuable candidate for the synthesis of novel therapeutic agents.

Upstream product

• 53348-05-3 3,6-dibromo-phenanthrene-9,10-dione 
• 84-11-7 9,10-phenanthrenequinone 
• 500901-89-3 3, 6?dibromo?9H?fluorene 
• 132384-36-2 2,7-bis-acetylamino-3,6-dinitro-fluoren-9-one 
• 5459-48-3 3,6-dinitro-2,7-diacetamidofluorene 
• 132384-37-3 2,7-diamino-3,6-dinitro-fluoren-9-one 
• 304-28-9 N,N'-(9H-fluorene-2,7-diyl)diacetamide 
• 58160-31-9 3,6-dinitrofluoren-9-one 
• 486-25-9 9-fluorenone 
• 83740-04-9 3,6-diamino-9-fluorenone 
• 854255-32-6 5,5'-dibromo-diphenic acid-anhydride 

Downstream Products

• 333771-86-1 3,6-bis-(phenylethynyl)-fluoren-9-one 
• 1325219-59-7 3,6-bis((4-(dibutylamino)phenyl)ethynyl)-9H-fluoren-9-one 
• 1030024-55-5 3,6-dibromo-9,9-bis(4-hydroxyphenyl)fluorene 
• 500901-89-3 3, 6?dibromo?9H?fluorene 

Relevant articles and documents

Synthesis and supramolecular assembly of pentacyclic dithienofluorene and diselenophenofluorene derivatives

2,7-Diiodo-3,6-dibromofluorene and 2,7-dichloro-3,6-dibromofluorene have been successfully synthesized. The two key intermediates enable us to implement a regioselective Sonogashira reaction followed by intramolecular thiolate/acetylene cyclization, forming two regiospecific pentacyclic dithieno[2,3-b:7,6-b′]fluorene (2,7-DTF) and dithieno[3,2-b:6,7-b′] fluorene (3,6-DTF) isomeric molecules, respectively. By using a similar strategy, selenophene-based diselenopheno[2,3-b:7,6-b′]fluorene (2,7-DSF) as well as diselenopheno[3,2-b:6,7-b′]fluorene (3,6-DSF) were also prepared. The isomeric and sulfur/selenium effects determine the optical, electrochemical, and orbital properties. X-ray crystallography revealed that 2,7-DTF and 3,6-DTF molecules assemble into supramolecular helical structures.

Regioisomers of Organic Semiconducting Dumbbell-Shaped Molecules: Synthesis and Structure-Properties Relationship

Two new dumbbell-shaped molecules based on two solubilizing and structuring triazatruxene (TAT) units linked by a central chromophore were synthesized and studied. The central chromophore was an electro-deficient fluorene-malononitrile (FM) unit, that can be functionalized symmetrically on two different positions, giving rise to two positional isomers, called TAT-pFM and TAT-mFM, when the TATs are connected to the 2,7- and 3,6-positions, respectively. The two isomers exhibited different electronic conjugation pathways that drastically affect their absorption properties and energy levels. Moreover, while TAT-pFM was organized in a stable 3D mesomorphic structure from room-temperature to the melting point, TAT-mFM remained crystalline and decomposed before melting. Finally, despite a lower hole mobility, the TAT-mFM exhibited the highest Power Conversion Efficiency (PCE) of about 2 % in organic solar cells. This higher PCE was attributed essentially to the pronounced internal charge transfer band contribution to the charge photogeneration observed in TAT-mFM solar cells.

Facile synthesis of 3D covalent organic frameworksviaa two-in-one strategy

A “two-in-one” strategy was employed to construct 3D-COFs for the first time. Based on this strategy, a 3D-Flu-COF could be readily synthesized in various simplex organic solvents. Benefitting from the non-conjugated structure, the 3D-Flu-COF showcased ex

Heteroporous bifluorenylidene-based covalent organic frameworks displaying exceptional dye adsorption behavior and high energy storage

In this study we performed one-pot polycondensations of BFTB-4CHO with PyTA-4NH2, BFTB-4NH2, and BCTA-4NH2 to prepare the bifluorenylidene-based covalent organic frameworks (COFs) BFTB-PyTA, BFTB-BFTB, and BFTB-BCTA, respectively. These three COFs possessed extremely high thermal stabilities, excellent crystallinities, and high specific surface areas. The BFTB-PyTA COF featured pores of a single size, whereas the BFTB-BFTB and BFTB-BCTA COFs had dual porosities. The COFs were exceptional adsorbers of the small dye molecule rhodamine B (RhB) in water; the maximum adsorption capacities reached as high as 2127 mg g-1, outpacing those of all previously reported COFs, conjugated polymers, activated carbons, and other common nanoporous adsorbents. In addition, our COFs reached up to 99.2% of their maximum adsorption capabilities very rapidly (within 5 min). Furthermore, these COFs displayed good performance when used in electrodes for supercapacitors, with high stability after 2000 cycles. The superior adsorption efficiencies, ultrafast kinetics, and excellent reusability endow such COFs with tremendous potential for use as materials for removing RhB-and, presumably, other organic pollutants-from wastewater.