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General Chemistry Principles, Patterns, and Applications, 2011

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Equation 24.8<br />

C6H5OH + H2O H 3O + + C6H5O -<br />

Note the Pattern<br />

Alcohols undergo two major types of reactions: cleavage of the O–H bond <strong>and</strong> cleavage of the C–O bond.<br />

Cleavage of the C–O bond in alcohols occurs under acidic conditions. The –OH is first protonated, <strong>and</strong><br />

nucleophilic substitution follows:<br />

absence of a nucleophile, however, elimination can occur, producing an alkene (Figure 24.13).<br />

In the<br />

Ethers lack the –OH unit that is central to the reactivity of alcohols, so they are comparatively unreactive.<br />

Their low reactivity makes them highly suitable as solvents for carrying out organic reactions.<br />

Aldehydes <strong>and</strong> Ketones<br />

Aromatic aldehydes, which have intense <strong>and</strong> characteristic flavors <strong>and</strong> aromas, are the major components<br />

of such well-known flavorings as vanilla <strong>and</strong> cinnamon (Figure 24.17 "Some Familiar Aldehydes <strong>and</strong> Their<br />

Uses"). Many ketones, such as camphor <strong>and</strong> jasmine, also have intense aromas. Ketones are found in<br />

many of the hormones responsible for sex differentiation in humans, such as progesterone <strong>and</strong><br />

testosterone. (For more information on aldehydes <strong>and</strong> ketones, see Chapter 4 "Reactions in Aqueous<br />

Solution", Section 4.1 "Aqueous Solutions".)<br />

Saylor URL: http://www.saylor.org/books<br />

Saylor.org<br />

2285

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