ChemicalBook CAS DataBase List 3,6-Dibromo-phenanthrenequinone

3,6-Dibromo-phenanthrenequinone synthesis

6synthesis methods

Product Name:3,6-Dibromo-phenanthrenequinone
CAS Number:53348-05-3
Molecular formula:C14H6Br2O2
Molecular Weight:366

84-11-7

53348-05-3

The general procedure for the synthesis of 3,6-dibromo-9,10-phenanthrenequinone from 9,10-phenanthrenequinone was as follows: 9,10-phenanthrenequinone (50 g), benzoyl peroxide (2.5 g), and nitrobenzene (250 mL) were added to a nitrogen-displaced reaction vessel and aerated with nitrogen. Subsequently, bromine (83 g) was added and the mixture was heated to reflux and stirred for 2 hours. Upon completion of the reaction, the mixture was allowed to cool to room temperature and ethanol (250 mL) was added to precipitate the product. The precipitated solid was collected by filtration, washed with ethanol and finally dried under vacuum to give 3,6-dibromo-9,10-phenanthrenequinone as a yellow solid in 70% yield.

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53348-05-3
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Yield:53348-05-3 78%

Reaction Conditions:

with chromium(VI) oxide;acetic acid for 1 h;Reflux;Inert atmosphere;

Steps:

3 4.4.4 General procedure for synthesis of phenanthrenequinone derivatives
General procedure: The oxidation was carried out using 0.4g of chromium trioxide (4mmol), which was added to a solution of 0.2g of the phenanthrene 9a-d (1.12mmol; 1equiv) in 20mL of glacial acetic acid. The resulting mixture was warmed gently until no material remained undissolved and then the solution was heated at reflux for 1h, cooled to room temperature, and then poured into water. The mixture was filtered, washed with water, and then crystallized from hexane.

References:

Guédouar, Habiba;Aloui, Faouzi;Beltifa, Asma;Ben Mansour, Hedi;Ben Hassine, Béchir [Comptes Rendus Chimie,2017,vol. 20,# 8,p. 841 - 849]

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84-11-7 Synthesis

84-11-7
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53348-05-3
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References