Synthesis and characterization of cinnamylidene acetone – A study on tuning of band gap by vibrational spectroscopic tools

Ragavendran, V.; Muthunatesan, S.; Santhanam, V.; Arsić, Biljana

doi:10.1016/j.molstruc.2019.02.057

Cited by 8 publications

(3 citation statements)

References 52 publications

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“…The diagram showed that p -chlorocalix[4]arene and cetirizine has the lowest energy band gap (2.9321 eV) as compared to paracetamol (4.9239 eV) and ibuprofen (5.1128 eV). In theory, when conjugation increases, the band gap between HOMO-LUMO decreases, thus less energy is required for the electron to excite from HOMO to LUMO [5] . This is applied to cetirizine because this compound exhibits more conjugated electrons when compared to paracetamol and ibuprofen.…”

Section: Data Descriptionmentioning

confidence: 99%

Experimental and DFT data of p-chlorocalix[4]arene as drugs receptor

2020

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The data in this article provide information on spectroscopic and theoretical data for p -chlorocalix[4]arene when combined with selected drugs, such as paracetamol, ibuprofen, and cetirizine. The present spectroscopic data are generated from Fourier Transform Infrared (FTIR), Nuclear Magnetic Resonance ( 1 H NMR and 13 C NMR), and Ultraviolet-Visible spectroscopy (UV-Vis) as the key tools for molecular characterization. The measurement of the optimization energy, interaction energy, and the band gap energy between the molecules was calculated by Gaussian 09 software. It is interesting to note that of the three titled drugs identified, p -chlorocalix[4]arene showed the highest interaction energy with paracetamol, followed by ibuprofen and cetirizine.

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Section: Data Descriptionmentioning

confidence: 99%

Experimental and DFT data of p-chlorocalix[4]arene as drugs receptor

2020

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“…Cinnamaldehyde can be easily extracted from cinnamon bark by steam-distillation, and after liquid−liquid extraction, it can be used without further purification for aldol condensation with acetone to give cinnamylidene acetone (Figure 1a). 9 This crossed aldol condensation is very fast; after only a few minutes, precipitation of the product can be observed. characteristic smell associated with cinnamon and possesses several pharmacological properties, such as antimicrobial, anticancer, antioxidative, antiobesity, and anti-inflammatory activity.…”

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confidence: 99%

“…We have found that cinnamaldehyde and vanillin are suitable aldehydes for our purpose. Cinnamaldehyde can be easily extracted from cinnamon bark by steam-distillation, and after liquid–liquid extraction, it can be used without further purification for aldol condensation with acetone to give cinnamylidene acetone (Figure a) . This crossed aldol condensation is very fast; after only a few minutes, precipitation of the product can be observed.…”

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confidence: 99%

Crossed Aldol Reactions in Water Using Inexpensive and Easily Available Materials as a Tool for Reaction Optimization Teaching in an Undergraduate Organic Chemistry Laboratory

et al. 2020

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We present an experiment designed to hone the decision-making skills of (undergraduate) chemistry students by using aqueous crossed aldol reactions. Here, we present two simple crossed aldol reactions based on inexpensive and readily available materials: The condensation of vanillin and cinnamaldehyde with acetone. The procedure uses the variation of reaction conditions (including the use of inexpensive chlorides, namely LiCl or NiCl2, as catalysts and variation between different mild reaction temperatures), as well as different simple preparative and analytical techniques such as filtration, recrystallization, melting point measurements, thin-layer chromatography and IR spectroscopy aiming for the students to find the optimal reaction conditions, thus honing their decision-making and time management skills. Furthermore, those experiments are designed for a laboratory session of 3 to 4 h.

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