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ChemicalBook CAS DataBase List Anthracene-9-carboxylic acid

Anthracene-9-carboxylic acid synthesis

14synthesis methods
-

Yield:723-62-6 100%

Reaction Conditions:

with cobalt(II) 2,9,16,23-phthalocyanine tetrasulfonic acid in lithium hydroxide monohydrate;acetonitrile at 20; under 760.051 Torr; for 150 h;UV-irradiation;

Steps:



General procedure: For generation of the carboxylic acids, 5 × 10-4 mol ofthe required aldehyde and 8 × 10-6 mol of water-soluble photosensitizer were added to acetonitrile (7.5 ml) plus water (7.5 ml) in a test tube. The samples were irradiated under visible light (288 power LED lamps, 1 W, 2.3 V,59,660 Lux for 150 h at room temperature while bubblingair through the mixture (20 cm3 min-1). To prevente vaporation of the solvent, the photoreactor was equipped with a strong fan that kept the reaction temperature low and the test tube was closed with parafilm. The stability of the sensitizer was monitored by UV-Vis spectroscopy (Cintra 101) during the reaction, by following the Q band intensity of CoPcS. At the end of the reaction, the solvent was removed under vacuum, and the residue was separated by column chromatography (silica gel, n-hexane/EtOAc,13:1) to give the corresponding carboxylic acid products.

References:

Hajimohammadi, Mahdi;Ahmadi Khamesi, Zahra;Nosrati, Parisa [Transition Metal Chemistry,2019,vol. 44,# 2,p. 167 - 173]

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