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222_Oxidation_ReportSheet_winter2014-1.docx

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Department
Chemistry
Course
CHEM 222
Professor
Karine Auclair
Semester
Winter

Description
Chemistry 222 Winter 2014 OXIDATION OF AN ALCOHOL Solo Experiment 1 – Individual Lab Report (due at 12:00 pm one week after the lab is performed) Last Name: Atique First Name: Anika TA Name: Davin Date Lab Performed: 2/4/2014 Date Lab Submitted: 10/2/2014 Group A, B, or C: C Comments for Grading TA:  (Please indicate if you performed the lab on a day other than your regularly scheduled day  and/or with a TA other than your regular TA). Page Limit: report must not exceed FOUR pages (including this page) (Please see General Lab Report Guidelines for detailed descriptions of all other requirements) ** Deductions for handwritten report/structures/graphs and exceeding page limit ** ** Late penalty is 2 marks per day late ** 1 of 4 Chemistry 222 Winter 2014 Solo Experiment 1: Oxidation of an Alcohol – Report Sheet Objective: (1 mark) (What is the purpose of this experiment?) The purpose of this lab is to oxidize an cyclohexanol to cyclohexanone using bleach as the  oxidizing agent Introduction: (2 marks) (Brief description of the concept/reaction studied – oxidation of an alcohol – and its  impact/importance) In this reaction, the protonated form of bleach is the oxidizing agent. Bleach reacts with acetic acid to produce HOCl. This then protonates the cyclohexanol making the -OH a good leaving group. This is followed by substitution and deprotonation to give cyclohexanone. This reaction produces cyclohexanone which is an important intermediate for organic synthesis, particularly Nylon 6 Reaction Scheme: (2 marks) (Balanced chemical equation and data [molar mass, concentration, density, volume, mass, moles,  etc – as appropriate – including theoretical yield] for reactants and products) Materials Molar Mass/ g Quantity Density (g/mL) Moles Theoretical  yield/g  Cyclohexanol 100.16 2.4 mL 0.962 0.0231 ­ Bleach 74.4 36 mL 1.08 0.523 ­ NaOH 40 6 mL 2.13 0.320 ­ Acetic acid 60.05 1.2 mL 1.05 0.0210 ­ Cyclohexanone 98.15 ­ .948 ­ 2.27 2 Chemistry 222 Winter 2014 Tabl
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