spectroscopic and structural studies of the issue pivaloiltiourea siri

Translated title of the contribution: Spectroscopic and structural study of a series of pivaloylthiourea derivatives

Siti Aishah Zakaria, Siti Hajar Muharam, Mohd Sukeri Mohd Yusof, Wan Mohd Khairul, Maisara Abdul Kadir, Bohari Mohd. Yamin

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

A series of pivaloylthiourea derivatives, N-(2-nitrophenyl)-N'-(pivaloyl)thiourea (I), N-(3-nitrophenyl)-N'-(pivaloyl)thiourea (II) and N-(4-nitrophenyl)-N'-(pivaloyl)thiourea (III) were synthesised and characterised by typical spectroscopic methods and single crystal X-ray diffraction. The IR spectra show the important stretching bands for ν(N-H), ν(C=O), ν(C-N) and ν(C=S) at around 3300 cm-1, 1600 cm-1, 1300 cm-1 and 700 cm-1, respectively. There are two vital chromophores, C=O and C=S were observed in the UV spectra with maximum absorption at 230 nm and 290 nm, respectively. The crystal structures of (II) and (III) have been determined by single crystal X-ray diffraction analysis. Both of the molecules adopt cis-trans configuration with respect to the position of the phenyl and pivaloyl groups relative to the thiono S atom, across their C-N bonds. There is an intramolecular hydrogen bond, N-H...O in both molecules that lead to the formation of a pseudo-six-membered ring. In the crystal lattice, the molecules are linked by intermolecular hydrogen bonds N-H...S, C-H...S and N-H...O forming dimer (II) and 3-dimensional network (III). 1H NMR spectra show chemical shift at δH 12.70-12.88 ppm and δH10.84-10.94 ppm were assigned for both NH proton. Whereas, the chemical shift for 13C NMR analysis for C=O and C=S presence at δC 179-180 ppm.

Original languageUndefined/Unknown
Pages (from-to)37-45
Number of pages9
JournalMalaysian Journal of Analytical Sciences
Volume15
Issue number1
Publication statusPublished - 2011

Fingerprint

Thiourea
Chemical shift
Derivatives
Molecules
Hydrogen bonds
Nuclear magnetic resonance
Single crystals
Chromophores
Crystal lattices
Dimers
X ray diffraction analysis
Stretching
Protons
Crystal structure
X ray diffraction
Atoms

Keywords

  • Crystal structure
  • Pivaloylthiourea
  • Thiourea derivatives

ASJC Scopus subject areas

  • Analytical Chemistry

Cite this

Zakaria, S. A., Muharam, S. H., Yusof, M. S. M., Khairul, W. M., Kadir, M. A., & Mohd. Yamin, B. (2011). spectroscopic and structural studies of the issue pivaloiltiourea siri. Malaysian Journal of Analytical Sciences, 15(1), 37-45.

spectroscopic and structural studies of the issue pivaloiltiourea siri. / Zakaria, Siti Aishah; Muharam, Siti Hajar; Yusof, Mohd Sukeri Mohd; Khairul, Wan Mohd; Kadir, Maisara Abdul; Mohd. Yamin, Bohari.

In: Malaysian Journal of Analytical Sciences, Vol. 15, No. 1, 2011, p. 37-45.

Research output: Contribution to journalArticle

Zakaria, SA, Muharam, SH, Yusof, MSM, Khairul, WM, Kadir, MA & Mohd. Yamin, B 2011, 'spectroscopic and structural studies of the issue pivaloiltiourea siri', Malaysian Journal of Analytical Sciences, vol. 15, no. 1, pp. 37-45.
Zakaria, Siti Aishah ; Muharam, Siti Hajar ; Yusof, Mohd Sukeri Mohd ; Khairul, Wan Mohd ; Kadir, Maisara Abdul ; Mohd. Yamin, Bohari. / spectroscopic and structural studies of the issue pivaloiltiourea siri. In: Malaysian Journal of Analytical Sciences. 2011 ; Vol. 15, No. 1. pp. 37-45.
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abstract = "A series of pivaloylthiourea derivatives, N-(2-nitrophenyl)-N'-(pivaloyl)thiourea (I), N-(3-nitrophenyl)-N'-(pivaloyl)thiourea (II) and N-(4-nitrophenyl)-N'-(pivaloyl)thiourea (III) were synthesised and characterised by typical spectroscopic methods and single crystal X-ray diffraction. The IR spectra show the important stretching bands for ν(N-H), ν(C=O), ν(C-N) and ν(C=S) at around 3300 cm-1, 1600 cm-1, 1300 cm-1 and 700 cm-1, respectively. There are two vital chromophores, C=O and C=S were observed in the UV spectra with maximum absorption at 230 nm and 290 nm, respectively. The crystal structures of (II) and (III) have been determined by single crystal X-ray diffraction analysis. Both of the molecules adopt cis-trans configuration with respect to the position of the phenyl and pivaloyl groups relative to the thiono S atom, across their C-N bonds. There is an intramolecular hydrogen bond, N-H...O in both molecules that lead to the formation of a pseudo-six-membered ring. In the crystal lattice, the molecules are linked by intermolecular hydrogen bonds N-H...S, C-H...S and N-H...O forming dimer (II) and 3-dimensional network (III). 1H NMR spectra show chemical shift at δH 12.70-12.88 ppm and δH10.84-10.94 ppm were assigned for both NH proton. Whereas, the chemical shift for 13C NMR analysis for C=O and C=S presence at δC 179-180 ppm.",
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AU - Zakaria, Siti Aishah

AU - Muharam, Siti Hajar

AU - Yusof, Mohd Sukeri Mohd

AU - Khairul, Wan Mohd

AU - Kadir, Maisara Abdul

AU - Mohd. Yamin, Bohari

PY - 2011

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N2 - A series of pivaloylthiourea derivatives, N-(2-nitrophenyl)-N'-(pivaloyl)thiourea (I), N-(3-nitrophenyl)-N'-(pivaloyl)thiourea (II) and N-(4-nitrophenyl)-N'-(pivaloyl)thiourea (III) were synthesised and characterised by typical spectroscopic methods and single crystal X-ray diffraction. The IR spectra show the important stretching bands for ν(N-H), ν(C=O), ν(C-N) and ν(C=S) at around 3300 cm-1, 1600 cm-1, 1300 cm-1 and 700 cm-1, respectively. There are two vital chromophores, C=O and C=S were observed in the UV spectra with maximum absorption at 230 nm and 290 nm, respectively. The crystal structures of (II) and (III) have been determined by single crystal X-ray diffraction analysis. Both of the molecules adopt cis-trans configuration with respect to the position of the phenyl and pivaloyl groups relative to the thiono S atom, across their C-N bonds. There is an intramolecular hydrogen bond, N-H...O in both molecules that lead to the formation of a pseudo-six-membered ring. In the crystal lattice, the molecules are linked by intermolecular hydrogen bonds N-H...S, C-H...S and N-H...O forming dimer (II) and 3-dimensional network (III). 1H NMR spectra show chemical shift at δH 12.70-12.88 ppm and δH10.84-10.94 ppm were assigned for both NH proton. Whereas, the chemical shift for 13C NMR analysis for C=O and C=S presence at δC 179-180 ppm.

AB - A series of pivaloylthiourea derivatives, N-(2-nitrophenyl)-N'-(pivaloyl)thiourea (I), N-(3-nitrophenyl)-N'-(pivaloyl)thiourea (II) and N-(4-nitrophenyl)-N'-(pivaloyl)thiourea (III) were synthesised and characterised by typical spectroscopic methods and single crystal X-ray diffraction. The IR spectra show the important stretching bands for ν(N-H), ν(C=O), ν(C-N) and ν(C=S) at around 3300 cm-1, 1600 cm-1, 1300 cm-1 and 700 cm-1, respectively. There are two vital chromophores, C=O and C=S were observed in the UV spectra with maximum absorption at 230 nm and 290 nm, respectively. The crystal structures of (II) and (III) have been determined by single crystal X-ray diffraction analysis. Both of the molecules adopt cis-trans configuration with respect to the position of the phenyl and pivaloyl groups relative to the thiono S atom, across their C-N bonds. There is an intramolecular hydrogen bond, N-H...O in both molecules that lead to the formation of a pseudo-six-membered ring. In the crystal lattice, the molecules are linked by intermolecular hydrogen bonds N-H...S, C-H...S and N-H...O forming dimer (II) and 3-dimensional network (III). 1H NMR spectra show chemical shift at δH 12.70-12.88 ppm and δH10.84-10.94 ppm were assigned for both NH proton. Whereas, the chemical shift for 13C NMR analysis for C=O and C=S presence at δC 179-180 ppm.

KW - Crystal structure

KW - Pivaloylthiourea

KW - Thiourea derivatives

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JO - Malaysian Journal of Analytical Sciences

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