3096-56-8

  • Product Name2-Bromo-9-fluorenone
  • Molecular FormulaC13H7BrO
  • Molecular Weight259.1
  • Purity99%
Inquiry

Product Details

Quick Details

  • CasNo: 3096-56-8
  • Molecular Formula: C13H7BrO
  • Purity: 99%

Top Purity Pharmaceutical Intermediates 2-Bromo-9-fluorenone 3096-56-8

  • Molecular Formula:C13H7BrO
  • Molecular Weight:259.102
  • Appearance/Colour:yellow powder 
  • Vapor Pressure:2.23E-06mmHg at 25°C 
  • Melting Point:143-149 °C 
  • Refractive Index:1.691 
  • Boiling Point:392.8 °C at 760 mmHg 
  • Flash Point:131.3 °C 
  • PSA:17.07000 
  • Density:1.609 g/cm3 
  • LogP:3.66050 

2-Bromo-9-fluorenone(Cas 3096-56-8) Usage

Chemical Properties

yellow powder

Uses

2-Bromo-9-fluorenone, a functional material as an organic intermediate. It is the best liquid crystal material and is used as an intermediate for OLED.

Application

2-Bromo-9-fluorenone was used:as end-capping agent for poly(9,9-dialkylfluorene-2,7-diyl) derivativesin synthesis of 2-bromo-9-hydroxy-9-(2-biphenyl)fluorenein preparation of spirobifluorene ligandsin synthesis of altitudinal molecular motors which contain functional groups in their rotor partin synthesis of FB

Synthesis

The synthesis of 2-Bromo-9-fluorenone is as follows:the 9-fluorenone (10mmol), the phase transfer catalyst (1.5mmol fourteen alkyl trimethyl ammonium chloride) and brominated aqueous ammonium solution (30 wt %, 25mmol ammonium bromide) mixing and heating system temperature to 75 °C, in 1h is divided into three time 11mmol potassium bromate, to three times the weight ratio of 1:3:1, to maintain the system temperature to continue reaction 3h, wherein the 9-fluorenone, ammonium bromide, the molar ratio of potassium bromate 1 : 2.5: 1.1 ; 9-fluorenone, and fourteen alkyl trimethyl ammonium chloride (phase-transfer catalyst) molar ratio of 1 : 0.15; 2) after the reaction, to room temperature, by adding 20% aqueous solution of sodium sulfite ( eliminates the bromine fluid ), is filtered, the filter cake washing water And dried to obtain yellow solid of 2-Bromo-9-fluorenone, the yield is 99.2%.

Solubility in organics

2-Bromo-9-fluorenone was 0.0526 (mole fraction) in 1,4-dioxane at 323.15 K and 0.0002 (mole fraction) in methanol at 278.15 K, respectively, and the solubility increased with the increase in temperature in all solvents.

InChI:InChI=1/C13H7BrO/c14-8-5-6-10-9-3-1-2-4-11(9)13(15)12(10)7-8/h1-7H

3096-56-8 Relevant articles

Determination and Analysis of Solubility of 2-Bromo-9-fluorenone in 10 Different Organic Solvents and Three Binary Solvent Mixtures at Different Temperatures (T = 278.15–323.15 K)

Yanjuan Peng, Ziteng Wang, Wenhao Jiao, Xinxin Cheng, Jingjing Yang, Yonghong Hu*, and Li Mi*

J. Chem. Eng. Data 2022, 67, 9, 2662–2674

This article deals with the saturated solubility and solvation behavior of 2-bromo-9-fluorenone in 10 industrial common solvents and three binary mixed solvents by means of experimental and mathematical correlations.

To D or not to D?: On estimating the microenvironment polarity of biomolecular cavities

Sinkeldam, Renatus W.,Tor, Yitzhak

, p. 2523 - 2528 (2007)

Knowledge of the local polarity of speci...

Molecular transmission: Controlling the twist sense of a helical polymer with a single light-driven molecular motor

Pijper, Dirk,Feringa, Ben L.

, p. 3693 - 3696 (2007)

Twisted sisters: Transmission of chirali...

Kinetics of the oxidation of fluoren-9-ols by 4-nitro-1-chlorobenzotriazole

Ulagi,Kuselan,Karunakaran

, p. 799 - 804 (2001)

The oxidation of fluoren-9-ols by 4-nitr...

Direct deoxygenative intramolecular acylation of biarylcarboxylic acids

Li, Yantao,Xu, Wentao,Zhu, Chengjian,Xie, Jin

, p. 387 - 390 (2021)

A photocatalyzed intramolecular cyclizat...

-

Dale,Shriner

, p. 1502 (1936)

-

A solution processable fluorene-fluorenone oligomer with aggregation induced emission enhancement

Ananthakrishnan, Soundaram Jeevarathinam,Varathan, Elumalai,Ravindran, Ezhakudiyan,Somanathan, Narayanasastri,Subramanian, Venkatesan,Mandal, Asit Baran,Sudha, Janardanan D.,Ramakrishnan, Rajaraman

, p. 10742 - 10744 (2013)

Herein, we report a novel solution proce...

New porphyrin dendrimers with fluorenyl-based connectors: a simple way to improving the optical properties over dendrimers featuring 1,3,5-phenylene connectors

Zhang, Xu,Ben Hassine, Sarra,Richy, Nicolas,Mongin, Olivier,Blanchard-Desce, Mireille,Paul, Frédéric,Paul-Roth, Christine O.

, p. 4144 - 4157 (2020)

Two new meso-tetrafluorenylporphyrin-cor...

-

Suzuki,K. et al.

, p. 1299 - 1302 (1962)

-

Towards dynamic control of wettability by using functionalized altitudinal molecular motors on solid surfaces

London, Gabor,Chen, Kuang-Yen,Carroll, Gregory T.,Feringa, Ben L.

, p. 10690 - 10697 (2013)

We report the synthesis of altitudinal m...

-

Suzuki,K.,Momoi,M.

, p. 1693 - 1694 (1963)

-

New highly fluorescent phthalocyanines dendrimers with fluorenyl-based connectors vs phenyl-based connectors

Ben Hassine, Sarra,Abid, Seifallah,Jamoussi, Bassem,Paul-Roth, Christine O.

, (2021/12/30)

The design of dendrimers featuring conju...

Electrochemical oxidation-induced benzyl C–H carbonylation for the synthesis of aromatic α-diketones

Tan, Yu-Fang,Chen, Yuan,Li, Rui-Xue,Guan, Zhi,He, Yan-Hong

supporting information, (2021/12/21)

Electrochemical oxidation-induced direct...

Preparation method 2 -amino -9-9 - diphenyl fluorene

-

Paragraph 0054-0060; 0074-0079; 0090-0095, (2021/11/03)

The invention discloses a preparation me...

Organic compound and electronic element and electronic device comprising same

-

Paragraph 0109-0112, (2021/11/14)

The invention provides an organic compou...

3096-56-8 Process route

o-iodo-methyl-benzoic acid
610-97-9

o-iodo-methyl-benzoic acid

9-fluorenone
486-25-9,952573-42-1

9-fluorenone

2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: sodium carbonate; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran; water / 12 h / 60 °C / Inert atmosphere
2: sodium hydroxide / water; methanol / 12 h / 20 °C
3: 1,2-bis-(diphenylphosphino)ethane; 2,2-dimethylpropanoic anhydride; chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium iodide / 40 h / 180 °C / Inert atmosphere; Sealed tube
With bis-triphenylphosphine-palladium(II) chloride; chloro(1,5-cyclooctadiene)rhodium(I) dimer; 2,2-dimethylpropanoic anhydride; sodium carbonate; 1,2-bis-(diphenylphosphino)ethane; potassium iodide; sodium hydroxide; In tetrahydrofuran; methanol; water;
 
methyl 4'-bromo-[1,1'-biphenyl]-2-carboxylate
17103-26-3

methyl 4'-bromo-[1,1'-biphenyl]-2-carboxylate

9-fluorenone
486-25-9,952573-42-1

9-fluorenone

2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: sodium hydroxide / water; methanol / 12 h / 20 °C
2: 1,2-bis-(diphenylphosphino)ethane; 2,2-dimethylpropanoic anhydride; chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium iodide / 40 h / 180 °C / Inert atmosphere; Sealed tube
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; 2,2-dimethylpropanoic anhydride; 1,2-bis-(diphenylphosphino)ethane; potassium iodide; sodium hydroxide; In methanol; water;
 

3096-56-8 Upstream products

  • 486-25-9
    486-25-9

    9-fluorenone

  • 1133-80-8
    1133-80-8

    2-bromo-9H-fluorene

  • 53622-33-6
    53622-33-6

    2-bromo-phenanthrene-9,10-dione

  • 69200-18-6
    69200-18-6

    4-bromo-[1,1′-biphenyl]-2-carboxylic acid

3096-56-8 Downstream products

  • 3096-57-9
    3096-57-9

    2-amino-9-fluorenone

  • 23842-57-1
    23842-57-1

    2-bromo-fluoren-9-one oxime

  • 58557-62-3
    58557-62-3

    2-bromo-7-nitro-9H-fluoren-9-one

  • 37174-65-5
    37174-65-5

    4'-bromo-[1,1'-biphenyl]-2-carboxylic acid

Relevant Products