3,6-Dibromo-fluoren-9-one

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  • $9.80 / 1.79999995231628KG
  • 2020-01-09
  • CAS:216312-73-1
  • Min. Order: 1g
  • Purity: ≥99%
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3,6-Dibromo-fluoren-9-one Basic information
Product Name:3,6-Dibromo-fluoren-9-one
Synonyms: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-;3,6-Dibromo-fluoren-9-one;6-Dibromo-fluoren-9-one;3,6-Dibromo-9H-fluoren-9-on
CAS:216312-73-1
MF:C13H6Br2O
MW:337.99
EINECS:200-258-5
Product Categories:
Mol File:216312-73-1.mol
3,6-Dibromo-fluoren-9-one Structure
3,6-Dibromo-fluoren-9-one Chemical Properties
Melting point 321 °C
Boiling point 448.5±38.0 °C(Predicted)
density 1.907±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Very Slightly), DMSO (Very Slightly, Heated)
form Solid
color Yellow
InChIInChI=1S/C13H6Br2O/c14-7-1-3-9-11(5-7)12-6-8(15)2-4-10(12)13(9)16/h1-6H
InChIKeyXXZOHYHKWDLSFS-UHFFFAOYSA-N
SMILESC1(=O)C2=C(C=C(Br)C=C2)C2=C1C=CC(Br)=C2
CAS DataBase Reference216312-73-1
Safety Information
HS Code 2914790090
MSDS Information
3,6-Dibromo-fluoren-9-one Usage And Synthesis
Uses3,6-Dibromo-9H-fluoren-9-one is a reagent in the preparation of diphenylamine-fluorenone derivatives as potential fluorescent probes for neuroblastoma cell staining.
Synthesis
3,6-Dibromo-phenanthrenequinone

53348-05-3

3,6-Dibromo-fluoren-9-one

216312-73-1

General procedure for the synthesis of 3,6-dibromo-9,10-phenanthrenequinone from 3,6-dibromo-9H-fluoren-9-one: 60.0 g (1.0 mol) of potassium hydroxide was dissolved in 400 ml of water, followed by the addition of 13.0 g (35.0 mmol) of 3,6-dibromoquinolinone obtained from step 1 to a 1000 ml three-necked flask. The reaction mixture was heated to 100 °C and kept at this temperature for 3 hours. During the reaction, 30.0 g (200.0 mmol) of potassium permanganate was added in batches and the reaction was continued for 10 hours after addition. Upon completion of the reaction, the mixture was cooled to room temperature. Subsequently, solid sodium thiosulfate powder was added to the reaction solution and the pH was adjusted to neutral, at which point a black solid precipitated. The precipitate was collected by filtration and the filter cake was wrapped in filter paper and placed in a Soxhlet extractor and extracted with dichloromethane for 3 consecutive days. After the extraction was completed, the dichloromethane solution was rotary evaporated to dryness to give 4.8 g of a light yellow solid, i.e., the intermediate 3,6-dibromo-9H-fluoren-9-one, in 40% yield.

References[1] Journal of Materials Chemistry, 2012, vol. 22, # 10, p. 4383 - 4390
[2] Journal of Organic Chemistry, 2009, vol. 74, # 21, p. 8484 - 8487
[3] Tetrahedron Letters, 2010, vol. 51, # 37, p. 4894 - 4897
[4] Organic Letters, 2014, vol. 16, # 3, p. 936 - 939
[5] Journal of the American Chemical Society, 2004, vol. 126, # 19, p. 6035 - 6042
3,6-Dibromo-fluoren-9-one Preparation Products And Raw materials
Raw materialsPotassium hydroxide-->Potassium permanganate-->3,6-Dibromo-phenanthrenequinone-->9-Fluorenone
Preparation Products9H-Fluoren-9-one, 3,6-bis(diphenylamino)-
Tag:3,6-Dibromo-fluoren-9-one(216312-73-1) Related Product Information

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