Oxidation of cyclohexanol with bleach

Mechanism An explanation for the mechanism is given in page 376 and 377. It says the reaction is not a free radical reaction, it is faster in acids and it requires HCIO and most likely Cl2 (elemental chlorine). Bleach is a basic solution of NaOCI sodium hypochlorite). It is made by the following reaction: 2 NaOH+ Cl2 <>NaoCI+NaCI + H20 Using your knowledge of equilibriums, what is the role of the acetic acid? (4 points)
Hypochlorous acid is obtained from Cl2 by a reaction of disproportionation: Identify the element being oxidized and the element being reduced. (4 points) Sodium Bisulfite (NaHSO,) is used to destroy the excess hypochlorous acid. The redox couples are given as: HCIO/ Ch2 (E +1.63 V) and SO. /H:SO3 (E-+0.172 V). The bisulfite HSOs get converted into sulfurous acid by the acetic acid present. Write the two half reaction and balance the overall redox reaction. (4 points)
riments Macroscale and Microscale Organic Expe 0 НН Nitric acid oxidatic A number of intermediate valence states of chromium are involved reaction-the orange Cr ion is ultimately reduced to the green Cr course of the oxidation can be followed by these color changes. in t is oxidized to cyclohexanone In microscale Experiment 1, cyclohexanol pyridinium chlorochromate in dichloromethane. The progress of the reacti macroscale ve sion of this reaction is carried out using sodium dichromate in acetic acid becas t followed by thin-layer chromatography (TLC). In Experiment 2, the r reagents are less expensive, the reaction is faster, and much less solvent is eji s requret Chromium(VD) is probably the most widely used and versatile laboratory dizing agent; it is used in a number of different forms to carry out selective oxidsioPermanganat in this text. From an environmental standpoint, however, it is far from ideal. The i halation of the dust from insoluble Cr(VI) compounds may cause cancer of the rs piratory system. The product of the reaction [Cr(III)] should not be flushed dowa b drain because it is toxic to aquatic life at extremely low concentrations. Therefore,a stated in the Cleaning Up" section of Experiments 1 and 2, the Cr(III) must be pr cipitated as insoluble Cr(OH)s, and this material is considered a hazardous wast Experiments 3 and 4 use an altemative oxidant for secondary alcohols thars just as efficient and much safer from an environmental standpoint: 5.25% (0.75 M sodium hypochlorite solution, which is available in the grocery store as oxidation bleach. The mechanism of the reaction is not clear. It is not a free radical reai он O-Cl + HOCI + H,0 HO: H,O" Cl
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