Synthesis, Crystal Structure and Thermal Stability of the Schiff Base N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium) Amine Chloride

New Schiff base compound N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium)amine chloride obtained by a condensation reaction between 3,3’-iminidipropylamine (C<sub>6</sub>H<sub>17</sub>N<sub>3</sub>) and 2,4-dichlorobenzaldehyde (C<sub>7</sub>H<sub>4</sub>Cl<sub>2</sub>O) in 1:2 ratio in methanol. The compound is characterized by elemental analyze (CHN) and FT-IR (Fourier-transform infrared) spectroscopic technique which shows the presence of the imine group resulting from a condensation reaction and two potentiel donor sites. Crystal structure was obtained by single-crystal X-ray diffraction (RX). Compound crystallize in the orthorhombic system, space groupe Pnma with unit cell parameters: a = 7.0681(2) Å, b = 29,7679 (10) Å, c = 11.4545(4) Å, α =β =Ɣ = 90°, V = 2410.06 (14) Å<sup>3 </sup>and Z = 4. Due to a mirror plane through the molecule, the asymmetric unit consists of only half the molecule. In the crystal structure of the compound, the dihedral angle formed between an aromatic ring C08/C06/C07/C10/C13/C09 and the aliphatic group C11/C15/C14/N04/C14/C15/C11 is equal to 77.42°. In addition, the aromatic rings are in the Trans position with the aliphatic group compared to the imine bonds C12-N05 and the angle formed around C12 is 120.78 (11)° whose is sufficient to maintain the cycles in Trans configuration. Thermogravimetric analysis (TG) of the compound shows very good thermal stability and decomposition from 180°C.

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Publication Details

Journal
Science Journal of Chemistry
Published
2024-09-20
DOI
https://doi.org/10.11648/j.sjc.20241205.13
Citations
1
Primary Topic
Crystal structures of chemical compounds
Type
article
Field-Weighted Citation Impact
0.16
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article

Synthesis, Crystal Structure and Thermal Stability of the Schiff Base N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium) Amine Chloride

Cheikh Diop, Tidiane Diop, Paul Tinnemans, Aboubacar Diop et al.
1 citations
Science Journal of Chemistry
Crystal structures of chemical compounds
0.16
article

Synthesis, Crystal Structure and Thermal Stability of the Schiff Base N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium) Amine Chloride

Cheikh Diop, Tidiane Diop, Paul Tinnemans, Aboubacar Diop, Dame Sèye, Mouhamadou Sembène Boye
article en
1 citations

Abstract

New Schiff base compound N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium)amine chloride obtained by a condensation reaction between 3,3’-iminidipropylamine (C<sub>6</sub>H<sub>17</sub>N<sub>3</sub>) and 2,4-dichlorobenzaldehyde (C<sub>7</sub>H<sub>4</sub>Cl<sub>2</sub>O) in 1:2 ratio in methanol. The compound is characterized by elemental analyze (CHN) and FT-IR (Fourier-transform infrared) spectroscopic technique which shows the presence of the imine group resulting from a condensation reaction and two potentiel donor sites. Crystal structure was obtained by single-crystal X-ray diffraction (RX). Compound crystallize in the orthorhombic system, space groupe Pnma with unit cell parameters: a = 7.0681(2) Å, b = 29,7679 (10) Å, c = 11.4545(4) Å, α =β =Ɣ = 90°, V = 2410.06 (14) Å<sup>3 </sup>and Z = 4. Due to a mirror plane through the molecule, the asymmetric unit consists of only half the molecule. In the crystal structure of the compound, the dihedral angle formed between an aromatic ring C08/C06/C07/C10/C13/C09 and the aliphatic group C11/C15/C14/N04/C14/C15/C11 is equal to 77.42°. In addition, the aromatic rings are in the Trans position with the aliphatic group compared to the imine bonds C12-N05 and the angle formed around C12 is 120.78 (11)° whose is sufficient to maintain the cycles in Trans configuration. Thermogravimetric analysis (TG) of the compound shows very good thermal stability and decomposition from 180°C.

Science Journal of ChemistryVol. 12(5)
Radboud University Nijmegen (NL), Radboud University Medical Center (NL), Radboud Institute for Molecular Life Sciences (NL), Université de Thiès (SN), Cheikh Anta Diop University (SN)
Openalex Percentile: Top 58%
Crystal structures of chemical compounds
0.16
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