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Changes in Oxidation States

Consider reactions 1 through 6. Those carbon atoms undergoing change, as part of a functional group, are colored (red and blue). In the cases shown, each carbon atom has either been reduced or oxidized. Your job is to identify the change in oxidation state that has occurred for each of the colored carbons.

Reaction Red Carbon Blue Carbon
1. CH3CH=CH2 Br2
Virtual Textbook: Practice Problems — Oxidation/Reduction, figure 1
CH3CHBrCH2Br Reduced
Oxidized
Reduced
Oxidized
2. CH3CH=CH2 (i) B2H6
Virtual Textbook: Practice Problems — Oxidation/Reduction, figure 2
(ii) H2O2 , NaOH
CH3CH2CH2OH Reduced
Oxidized
Reduced
Oxidized
3. CH3CH2CH=O NaBH4
Virtual Textbook: Practice Problems — Oxidation/Reduction, figure 3
CH3CH2CH2OH Reduced
Oxidized
4. CH3CH2CH=O Ag(+)
Virtual Textbook: Practice Problems — Oxidation/Reduction, figure 4
H2O , pH>8
CH3CH2CO2H Reduced
Oxidized
5. CH3COCH2CO2H Heat
Virtual Textbook: Practice Problems — Oxidation/Reduction, figure 5
CH3COCH3
+
O=C=O
Reduced
Oxidized
Reduced
Oxidized
6. H2C=C(OH)C2H5 tautomerization
Virtual Textbook: Practice Problems — Oxidation/Reduction, figure 6
H3CCOC2H5 Reduced
Oxidized
Reduced
Oxidized