2Methylbut2enoic

2-Methylbut-2-enoic acid, also known as tiglic acid, is an organic compound with the chemical formula C5H8O2. It is a branched-chain unsaturated carboxylic acid. The compound is a crystalline solid at room temperature and has a distinctive, somewhat unpleasant odor.

Tiglic acid is a naturally occurring substance found in various plants, including the oil of the croton plant and as a component of some essential oils. It is also a metabolic product in some organisms. Its isomer, angelic acid, is structurally similar but differs in the stereochemistry around the double bond. The E isomer is tiglic acid, while the Z isomer is angelic acid.

In industrial applications, tiglic acid can be synthesized through various chemical routes. It finds use as a precursor in the synthesis of certain pharmaceuticals and fragrances. Its derivatives can also be employed as flavoring agents. Research continues into its biological activities and potential applications. It is important to handle tiglic acid with appropriate safety precautions due to its irritant properties.