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by: Michelle Gulgowski DVM


Marketplace > University of Kentucky > Chemistry > CHE 231 > ORGANIC CHEMISTRY LAB I
Michelle Gulgowski DVM
GPA 3.91

Manjiri Patwardhan

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Manjiri Patwardhan
Class Notes
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This 6 page Class Notes was uploaded by Michelle Gulgowski DVM on Friday October 23, 2015. The Class Notes belongs to CHE 231 at University of Kentucky taught by Manjiri Patwardhan in Fall. Since its upload, it has received 81 views. For similar materials see /class/228295/che-231-university-of-kentucky in Chemistry at University of Kentucky.

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Date Created: 10/23/15
Oxidation of Benzoin to form Benzil Tore Maras Lindeman Drawer U33A TA Matthew Fields 39 University of KentuckyDepartment of Chemistry April 11 2011 Tore Maras Lindemun 39tmli222ukxedu 39 University of Kentucky Department of Chemistry Table of Contents Oxidation ofBenzoin to form Benzil Purpose Theory Results and Discussion Theoretical Yield of Benzil Percent Yield Melting point of benzil IR examination Conclusion Waste Disposal Appendix A IR Spectrum Bibliography Tore Maras Lindeman 0 email tmli222uk edu 0 University of Kentucky Department of Chemistn Oxidation of Benzoin to form Benzil PLRPOSE The pu1pose of the experiment is using ammonium nitrate and cupric acetate solution using the copper 11 ion as an oxidative catalyst to yield benzil from benzoin The benzoin collected from apreviously executed experiment MarasiLindeman 2011Was oxidized with the help of the above named oxidizing catalysts Validation of successful oxidation was done by comparing melting point of yielded product to that of melting point labeled in literature for benzil and IR spectroscopy THEORY Chemical reactions that pertain to the exchange of electrons are called oxidationrreduction reactions also known as redox reactions and are popular when synthesizing many products Smith 2009 In simple terms redoxreactions are the loss or gain of CiH bonds Speci cally when losing a CiH bond one is referring to an oxidation reaction Whereas the loss of a CiH bond is the gain of a CH bondTimberlake 2010 Using ammonium nitrate and cupric acetate solution which is introduced to the benzoin which is an whydroxyketone in catalytic portions as the Cu2 ions are continuously recycled through the reaction resulting in the benzoin is oxidized into a diketone benzilMayo 2010 It is observed from Figure I that the primary redox cycle of benzoin is a donator that is giving an electron to the Cu2 ion forming Cu and a benzoin radical cation step I which in turn loses a proton to the acetate ion Acoi which evidently gives rise to resonance stabilized and acetic acid AcOH step 23 As previously stated the Cu2 ions are recycled hence again it is evident that the redox cycle of the Cu2 and the radical are reacting forming a second Cu ion and benzoin cation step 4 which will yield benZil since the proton is lost once again to an additional acetate ion Thus the Cu ions are re oXidized in these redoX sequences in result in the formation of ammonium nitrate which in turn decomposes to nitrogen and water during the reactionHart 2006 In summary the actual oxidation of benzoin to benzil In this experiment is a two electron reduction Furthermore we were able to visibly observe this decomposition of ammonium nitrate to nitrogen Mayo 2010 and water because the solution when undergoing the reaction turned green Figure 2 Below Equation I represents the ammonium nitrate manifestation 2Cu 2H NH4N03 gt 2Cu2H20NH4N02 gt 2Cu2 N2g3H2 Equation 1 After completing the necessary procedures as depicted by our laboratory procedure the product yielded in that of Benzil in solid form shown in Figure 3 Figure 2 Figure 3 SOLVENT EXTRACTION SOLVENT EXTRACTION TERPSICHORE MARASLINDEMAN TA Matthew CHE 231 s 001 February 2011 SOLVENT EXTRACTION Purpose A neutral compound a base and an acid are separated using the process of solvent extraction The three components of the our mixture once they have been extracted by the process of sol vent extraction they will be identi ed upon determining their melting points and comparing them with known melting points from web and literature sources Theory Usually mixtures of compounds are derivatives of synthetic reaction or natural origins A task an organic chemist usually frequents is to separate compounds or mixtures by method of extrac tion Extraction is executed by eliminating one or more of the mixtures compounds by dissolv ing them individually Upon dissolving a selected compound the attained solution is the ex tract which is basically a compound that has been extracted from one solvent and then to an other one Though the compound must be able to dissolve that is it must be more soluble in the nal solvent than the rst and the actual impurities must be insoluble to the second solvent used In other words when we refer to extractions we are always referring to liquid to liquid transfers of a compound from one aqueous solvent to antoher There are four fundamental elements that must be satis ed and implemented for a successful solvent extractionSteven F Pedersen 2010 A Distribution partition m 39 for the r tobe t mustbe opportune B Following the solvent extraction the solvent must be ef ciently removed from the solute C The solvents used must be immiscible divergent D Chemical reactions must not be present That is the components of the mixture except in the case of acids and base must not react Universily ofKeJIluiky1066824D


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