SYNTHESIS AND 1HNMR CHARACTERIZATION OF Co(II) AND Fe(II) COMPLEXES OF MIXED SCHIFF BASE LIGAND DERIVED FROM SALICYLALDEHYDE AND 2-HYDROXY-1-NAPHTHALDEHYDE WITH 2-AMINOPHENOL
A RESEARCH PROJECT
BY
NKEMJIKA, EMMANUEL EKE
12/SC/CH/256
SUBMITTED TO
DEPARTMENT OF CHEMISTRY
FACULTY OF SCIENCE
UNIVERSITY OF UYO, UYO
AKWA IBOM STATE
IN PARTIAL FULFILLMENT OF THE REQUIREMENTS FOR THE AWARD OF BACHELOR OF SCIENCE (B.Sc.) DEGREE IN CHEMISTRY
DECEMBER 2016
CERTIFICATION
This is to certify that this project is an authentic record of work carried out by Nkemjika, Emmanuel Eke (12/SC/CH/256) of the Department of Chemistry, Faculty of Science, University of Uyo.
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V. N. Mkpenie Date
Supervisor
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Dr. O. U. Abakedi Date
Co-ordinator
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Dr. A. U. Israel Date
Head of Department
DEDICATION
This work is dedicated to my Mother Mrs. Ada Nkemjika from whom I have learned so much about the importance of love and family.
ACKNOWLEDGEMENTS
I wish to express my sincere gratitude to the Almighty God for His immense love, care, provision and protection all through the period of my study in school and the successful completion of my first degree programme.
I am grateful to my supervisor, V. N. Mkpenie for his good will and effort he put through to guide me specifically on the course of this project work. May God bless you and your family tremendously. I also acknowledge Dr.(Mrs.) A. S. Johnson, Dr. S. Simon and my lecturers Dr. B. I. Antia, Dr Akpan, and many of them who have been epitome of knowledge and being their student was an opportunity to learn from them not just academically but in character also. God bless you.
I would like to acknowledge my parent Mr./Mrs, Nkemjika Eke and my uncle Dr. M. Eke for their moral and financial support, they are the back bone behind my success. I pray God to continually Bless and sustain them to live and reap the fruits for the labour of love.
ABSTRACT
The mixed ligand complex of Cobalt(II) and Iron(II) derived from 2-[(Z)-(2-hydroxybenzylidene)amino]phenol and 1-{(2E)-2-[(Z)-(2-hydroxyphenyl)imino]ethyl}-2-naphthol was synthesized and characterized based on the 1HNMR spectral studies and elemental analysis. The results of elemental analyses indicate a 1:1:1 stoichiometry of the ligands and the metal in the respective complexes. The 1HNMR spectra indicate the deprotonation of one of the two hydroxyl group on each ligand to form a mixed ligand complex with the metal ions.
Keywords: Mixed ligands, 1HNMR, Complex, Salicylaldehyde, 2-Hydroxy-1- naphthaldehyde, Schiff base.
TABLE OF CONTENTS
Page
TITLE PAGE- - - - - - - - - - - i
CERTIFICATION - - - - - - - - - - ii
DEDICATION - - - - - - - - - - iii
ACKNOWLEDGEMENTS- - - - - - - - - iv
ABSTRACT- - - - - - - - - - - v
TABLE OF CONTENTS- - - - - - - - - vi
LIST OF TABLES- - - - - - - - - - ix
LIST OF FIGURES- - - - - - - - - - x
CHAPTER ONE
1.0 INTRODUCTION- - - - - - - - 1
1.1 Complexes- - - - - - - - - 2
1.1.1 Tetrahedral complexes- - - - - - - - - 2
1.1.2 Octahedral complexes- - - - - - - - - 3
1.2 Ligands- - - - - - - - - - 3
1.2.1 2-Hydroxy-1-naphthaldehyde derivatives- - - - - 4
1.2.2 Salicylaldehyde derivatives- - - - - - - - 4
1.3 Complexes of iron- - - - - - - - - 5
1.4 Complexes of cobalt- - - - - - - - - 6
1.5 Nuclear magnetic resonance (NMR) spectrometry- - - - - 7
1.6 Elemental analysis- - - - - - - - - 8
1.7 Aim and objectives of this research- - - - - - - 8
1.7.1 Aim of this research- - - - - - - - - 8
1.7.2 Objectives of this research- - - - - - - 8
CHAPTER TWO
2.0 LITERATURE REVIEW- - - - - - - - 10
CHAPTER THREE
3.0 MATERIALS AND METHODS- - - - - - - 17
3.1 Materials- - - - - - - - - - 17
3.1.1 Apparatus- - - - - - - - - - 17
3.1.2 Regents- - - - - - - - - - 17
3.2 Methods- - - - - - - - - - 17
3.2.1 Synthesis of 2-[(Z)-(2-hydroxybenzylidene) amino] phenol- - - - 17
3.2.2 Synthesis of 1-{(2E)-2-[(Z)-(2-hydroxyphenyl) imino] ethyl}-2-naphthol- - 18
3.2.3 Synthesis of the metal complex HBAP and HPEN- - - - - 18
3.6 Solubility test- - - - - - - - - - 19
3.7 Melting point determination- - - - - - - - 19
3.8 Proton NMR analyses- - - - - - - - - 19
3.9 Elemental analysis- - - - - - - - - 20
CHAPTER FOUR
4.0 RESULTS AND DISCUSSION- - - - - - - 21
4.1 Synthesis of the Schiff bases and metal complexes- - - - - 21
4.1 Physical properties of the Schiff bases and complexes- - - - - 22
4.2 Elemental analysis - - - - - - - - - 24
4.3 Proton NMR spectra of the Schiff bases and complexes- - - - 24
CHAPTER FIVE
5.0 CONCLUSION AND RECOMMENDATIONS - - - - 31
5.1 Conclusion- - - - - - - - - - 31
5.2 Recommendations- - - - - - - - - 31
REFERENCES- - - - - - - - - - 32
APPENDICES - - - - - - - - - - 34
LIST OF TABLES
Tables Pages 1. Elemental analysis/Melting point data- - - - - - 12
2. Solubility data of the compounds- - - - - - - 12
3. Physical properties of the compounds- - - - - - - 12
4. Elemental analysis/Physical property of schiff bases L1H, L2H - - - 13
and their metal complexes
5. Physical properties of metals complexes and ligands- - - - - 22
6. Solubility of the metals complex and ligands in different solvents- - - 24
7. Elemental analysis data of the ligands and metal complexes- - - 24
LIST OF FIGURES
Figures Pages
1. 1HNMR spectra of 2-[(Z)-(2-Hydroxybenzylidene)amino]phenol- - - 25
2. The numbering of protons on 2-[(Z)-(2-Hydroxybenzylidene)amino]phenol- 26
3. 1HNMR spectra of 1-{(2E)-2-[(Z)-(2-hydroxyphenyl)imino]ethyl}-2-naphthol- 2
4. The numbering of protons on 1-{(2E)-2-[(Z)-(2-hydroxyphenyl)imino]- - 28
ethyl}-2- naphthol
5. 1HNMR spectra of Co(II) complex- - - - - - - 29
6. The numbering of protons on Co(II) complex- - - - - 30
LIST OF APPENDICES
Appendices Pages
A. Calculations showing how to obtain mass of reacting components- - - 35
B. Elemental analysis calculations - - - - - - 37
C The AAS spectra report sheet - - - - - - - 39
D. The light microscope picture of the Schiff bases and the metal complexes - 40
Nkemjika, E. & EMMANUEL, N (2020). SYNTHESIS AND 1HNMR CHARACTERIZATION OF Co(II) AND Fe(II) COMPLEXES OF MIXED SCHIFF BASE LIGAND DERIVED FROM SALICYLALDEHYDE AND 2-HYDROXY-1-NAPHTHALDEHYDE WITH 2-AMINOPHENOL. Afribary. Retrieved from https://afribary.com/works/synthesis-and-1hnmr-characterization-of-co-ii-and-fe-ii-complexes-of-mixed-schiff-base-ligand-derived-from-salicylaldehyde-and-2-hydroxy-1-naphthaldehyde-with-2-aminophenol
Nkemjika, Emmanuel, and NKEMJIKA EMMANUEL "SYNTHESIS AND 1HNMR CHARACTERIZATION OF Co(II) AND Fe(II) COMPLEXES OF MIXED SCHIFF BASE LIGAND DERIVED FROM SALICYLALDEHYDE AND 2-HYDROXY-1-NAPHTHALDEHYDE WITH 2-AMINOPHENOL" Afribary. Afribary, 18 Jun. 2020, https://afribary.com/works/synthesis-and-1hnmr-characterization-of-co-ii-and-fe-ii-complexes-of-mixed-schiff-base-ligand-derived-from-salicylaldehyde-and-2-hydroxy-1-naphthaldehyde-with-2-aminophenol. Accessed 26 Nov. 2024.
Nkemjika, Emmanuel, and NKEMJIKA EMMANUEL . "SYNTHESIS AND 1HNMR CHARACTERIZATION OF Co(II) AND Fe(II) COMPLEXES OF MIXED SCHIFF BASE LIGAND DERIVED FROM SALICYLALDEHYDE AND 2-HYDROXY-1-NAPHTHALDEHYDE WITH 2-AMINOPHENOL". Afribary, Afribary, 18 Jun. 2020. Web. 26 Nov. 2024. < https://afribary.com/works/synthesis-and-1hnmr-characterization-of-co-ii-and-fe-ii-complexes-of-mixed-schiff-base-ligand-derived-from-salicylaldehyde-and-2-hydroxy-1-naphthaldehyde-with-2-aminophenol >.
Nkemjika, Emmanuel and EMMANUEL, NKEMJIKA . "SYNTHESIS AND 1HNMR CHARACTERIZATION OF Co(II) AND Fe(II) COMPLEXES OF MIXED SCHIFF BASE LIGAND DERIVED FROM SALICYLALDEHYDE AND 2-HYDROXY-1-NAPHTHALDEHYDE WITH 2-AMINOPHENOL" Afribary (2020). Accessed November 26, 2024. https://afribary.com/works/synthesis-and-1hnmr-characterization-of-co-ii-and-fe-ii-complexes-of-mixed-schiff-base-ligand-derived-from-salicylaldehyde-and-2-hydroxy-1-naphthaldehyde-with-2-aminophenol