Question 14.5: What is the product of the following oxidation reaction?

Fundamentals of General, Organic and Biological Chemistry in SI Units

What is the product of the following oxidation reaction?

ANALYSIS The starting material is a primary alcohol, so it will be converted first to an aldehyde and then to a carboxylic acid. To find the structures of these products, first redraw the structure of the starting alcohol to identify the hydrogen atoms on the hydroxyl-bearing carbon:

Next, remove two hydrogens, one from the —OH group and one from the hydroxyl-bearing carbon. In their place, make a C=O double bond. This is the aldehyde product that forms initially. Finally, convert the aldehyde to a carboxylic acid by replacing the hydrogen in the —CH=O group with an —OH group.

<<Recall from Table 12.2 that a commonly used abbreviation for the aromatic group is Ph. Thus benzyl alcohol could also have been written as $PhCH_2OH$ .

table 12.2 Names of Straight-Chain Alkanes
Number of Carbons	Structure	Name
1	$CH_4$	Methane
2	$CH_3CH_3$	Ethane
3	$CH_3CH_2CH_3$	Propane
4	$CH_3CH_2CH_2CH_3$	Butane
5	$CH_3CH_2CH_2CH_2CH_3$	Pentane
6	$CH_3CH_2CH_2CH_2CH_2CH_3$	Hexane
7	$CH_3CH_2CH_2CH_2CH_2CH_2CH_3$	Heptane
8	$CH_3CH_2CHP_2CH_2CH_2CH_2CH_2CH_3$	Octane
9	$CH_3CH_2CH_2CH_2CH_2CH_2CH_2CH_2CH_3$	Nonane
10	$CH_3CH_2CH_2CH_2CH_2CH_2CH_2CH_2CH_2CH_3$	Decane

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