Tiglic acid
Tiglic acid is an organic compound with the formula C5H8O2. It is a colorless liquid that is classified as a carboxylic acid. Tiglic acid is notable for its role in the field of organic chemistry and its occurrence in nature.
Structure and Properties[edit | edit source]
Tiglic acid is a methyl-substituted crotonic acid and is one of the simplest unsaturated carboxylic acids. It has a trans configuration around the double bond, which is reflected in its systematic name, (E)-2-methyl-2-butenoic acid. The presence of the double bond and the carboxyl group gives tiglic acid its characteristic chemical properties.
Occurrence[edit | edit source]
Tiglic acid is found in various natural sources. It is present in the defensive secretions of certain beetles and in the oil of croton plants. The acid is also a component of the essential oils of some plants, contributing to their aroma and flavor.
Synthesis[edit | edit source]
Tiglic acid can be synthesized through several methods in the laboratory. One common method involves the isomerization of angelic acid, which is its cis-isomer. This process can be catalyzed by bases or acids.
Applications[edit | edit source]
In the field of organic chemistry, tiglic acid is used as a building block for the synthesis of more complex molecules. It serves as a precursor in the production of various pharmaceuticals and flavoring agents. Its derivatives are also studied for their potential biological activities.
Related Compounds[edit | edit source]
Tiglic acid is related to several other compounds, including:
- Angelic acid - the cis-isomer of tiglic acid.
- Crotonic acid - a related unsaturated carboxylic acid without the methyl substitution.
- Methacrylic acid - another methyl-substituted unsaturated carboxylic acid.
See Also[edit | edit source]
References[edit | edit source]
External Links[edit | edit source]
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Contributors: Prab R. Tumpati, MD
