کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1234756 1495260 2013 7 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Influence of different amino substituents in position 1 and 4 on spectroscopic and acid base properties of 9,10-anthraquinone moiety
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آنالیزی یا شیمی تجزیه
پیش نمایش صفحه اول مقاله
Influence of different amino substituents in position 1 and 4 on spectroscopic and acid base properties of 9,10-anthraquinone moiety
چکیده انگلیسی

A series of novel 1-amino and 1,4-diamino-9,10-anthraquinones, substituted with different alkyl groups, were synthesized as the result of alkylation with amino substituents. All the obtained aminoanthraquinone derivatives were characterized by NMR, IR spectroscopy and mass spectrometry. The spectroscopic properties of these compounds were determined by using UV–Vis spectroscopy in acetonitrile, and in the mixture of acetonitrile and methanol at different pH ranges. The effects of various substituents present in the newly developed anthraquinone derivatives and their ability to form hydrogen bonds between the carbonyl oxygen atom of anthraquinone moiety and nitrogen atom of N–H group in 1-aminoanthraquinone (1-AAQ) and 1,4-diaminoanthraquinone (1,4-DAAQ) were studied. Additionally, the effects of hydrogen bond formation between O–H group in hydroxyethylamino substituent and the carbonyl oxygen atom of anthraquinone were investigated.The spectroscopic behavior of the studied derivatives strongly depended on the solvent–solute interactions and the nature of solvent. The values of pKa for the new anthraquinones were determined by the combined potentiometric and spectrophotometric titration methods.

Figure optionsDownload as PowerPoint slideHighlights
► The number of amino substituents directly affects the basicity of the examined compounds.
► 1,4-diamino-substituted compounds have higher pKa value than monosubstituted derivatives.
► Two amino substituents present in position 1 and 4 cause vibrational overtones.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy - Volume 108, May 2013, Pages 82–88
نویسندگان
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