Acid anhydride

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An overview of acid anhydrides in organic chemistry


Introduction[edit | edit source]

An acid anhydride is a type of chemical compound derived from an acid by the removal of a molecule of water. Acid anhydrides are commonly used in organic chemistry as reagents and intermediates in various chemical reactions. They are characterized by the presence of two acyl groups bonded to the same oxygen atom.

Structure and Nomenclature[edit | edit source]

Structure of a generic carboxylic acid anhydride.

Acid anhydrides are typically represented by the general formula (RCO)_O, where R represents an alkyl or aryl group. The nomenclature of acid anhydrides is derived from the parent carboxylic acids. For example, the anhydride formed from acetic acid is called acetic anhydride.

Types of Acid Anhydrides[edit | edit source]

Acid anhydrides can be classified into two main types:

Carboxylic Anhydrides[edit | edit source]

Carboxylic anhydrides are derived from carboxylic acids. They are the most common type of acid anhydrides and are widely used in synthesis and industrial chemistry.

Inorganic Anhydrides[edit | edit source]

Inorganic anhydrides are derived from inorganic acids such as sulfuric acid and phosphoric acid. These anhydrides are often used in chemical reactions as dehydrating agents.

Chemical Properties[edit | edit source]

Acid anhydrides are reactive compounds that readily undergo hydrolysis to form the corresponding acids. They also participate in nucleophilic acyl substitution reactions, making them valuable intermediates in the synthesis of esters, amides, and other derivatives.

Applications[edit | edit source]

Acid anhydrides are used in a variety of applications, including:

Safety and Handling[edit | edit source]

Acid anhydrides are typically corrosive and can cause severe irritation to the skin, eyes, and respiratory tract. Proper safety precautions, including the use of personal protective equipment (PPE), should be taken when handling these compounds.

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Contributors: Prab R. Tumpati, MD