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Chapter 20
More About Oxidation–Reduction Reactions

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20-00-059UN
Title
Blood Alcohol Content
Caption
Schematic diagram of a Breathalyzer apparatus.
Notes
A Breathalyzer uses sodium dichromate to oxidize alcohol in breath to acetic acid. The sodium dichromate changes color from orange to green when consumed by the reaction. The extent of this color change is monitored and used to determine the blood alcohol level of the person undergoing the test.
Keywords
blood, alohol, content, Breathalyzer, schematic
20-00-217P43
Title
End-of-Chapter Problem 43
Caption
Proton NMR spectrum associated with end-of-chapter Problem 43.
Notes
The proton NMR spectrum in the figure was obtained from the product of the reaction of a symmetrical alkene with ozone under oxidizing conditions. Determine the identity of the alkene starting compound.
Keywords
end-of-chapter, problem, 43, NMR
20-00-234P54
Title
End-of-Chapter Problem 54
Caption
IR and NMR spectra associated with end-of-chapter Problem 54.
Notes
An alkyne with the molecular formula C9H8 was used to generate the IR spectrum shown in the figure. This alkyne was reduced with two equivalents of hydrogen, yielding a compound with the molecular formula C9H12, which was used to generate the proton NMR shown in the figure. Determine the identities of the starting compound and the product compound.
Keywords
end-of-chapter, problem, 54, IR, NMR
20-00-253P66
Title
End-of-Chapter Problem 66
Caption
Proton and carbon-13 NMR spectra associated with end-of-chapter Problem 66.
Notes
Terpineol (C10H18O) is an optically active compound with one asymmetric carbon which is part of a six-membered ring, and which is located on the opposite side of this ring to a methyl group attached to this ring. Reaction of terpineol with one equivalent of hydrogen generates an optically inactive compound with the molecular formula C10H20O. Dehydrating this latter compound with acid, followed by ozonolysis, followed by workup under reducing conditions, produces acetone and a final product compound whose proton and carbon-13 NMR spectra are shown in the figure. Determine the structure of terpineol.
Keywords
end-of-chapter, problem, 66, proton, carbon-13, NMR
20-TB01
Title
Table 20.1 Summary of the Methods used to Oxidize an Alkene
Caption
Notes
Keywords

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