SC CHEM 333 - Oxidation of Cyclohexanol to Cyclohexanone Pre-Lab (6 pages)

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Oxidation of Cyclohexanol to Cyclohexanone Pre-Lab



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Organic Chemistry 333L section 03M Laboratory Pre Lab Oxidation of Cyclohexanol to Cyclohexanone By Cameron Kahn 8 October 2013 TA James Collie 1 Page Objectives In this experiment one will oxidize cyclohexanol to cyclohexanone using hypochlorite oxidation Ali The experiment will also isolate and determine the percent yield of cyclohexanone Lastly he she will make a derivative of the product with 2 4 dinitrophenylhydrazine 2 4 DNP and determine its melting point Ali Theory Oxidation is the loss of electrons by such species as atoms molecules or ions Ali Oxidation is defined as an increase in C O bonds and a decrease in C H bonds Reduction is the gain of elections by such species as atoms molecules or ions Reduction happens when there is a decrease in C O bonds and or increase in C H bonds CITATION Geo122 l 1033 An oxidation agent stimulates oxidation and is a substance that takes elections in a chemical reaction When an oxidation agent oxidizes something it is reduced in the process Some common oxidizing agents are sodium hypochlorite common house hold bleach Nitric acid HNO3 and Sodium dichromate Na2Cr2O7 Some common oxidations that occur are the browning of apples or the rusting of metals The compound derived from a similar compound by some chemical process is called its derivative The purpose for making a derivative of a ketone is for the identification of the presence or absence of a carbonyl group C O Most ketones present themselves as liquids and a melting point cannot be obtained to determine its identity CITATION Geo122 l 1033 With the addition of 2 4 DNP aldehydes and ketones react with 2 4 DNP reagent to form yellow orange or reddish orange precipitates whereas alcohols do not react The formation of a precipitate therefore indicates the presence of an aldehyde or ketone The precipitate from this test also serves as a solid derivative CITATION Dep12 l 1033 A reason to add sodium bisulfite to the solution is that it consumes excess oxidizing agents



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