Cinnamic acid

[5] Cinnamic acid is a central intermediate in the biosynthesis of a myriad of natural products including lignols (precursors to lignin and lignocellulose), flavonoids, isoflavonoids, coumarins, aurones, stilbenes, catechin, and phenylpropanoids.

[citation needed] Cinnamic acid has a honey-like odor;[2] and its more volatile ethyl ester, ethyl cinnamate, is a flavor component in the essential oil of cinnamon, in which related cinnamaldehyde is the major constituent.

[9] The reactants for this are benzaldehyde and malonic acid in the presence of a weak base, followed by acid-catalyzed decarboxylation.

It can also be prepared by oxidation of cinnamaldehyde, condensation of benzal chloride and sodium acetate (followed by acid hydrolysis), and the Perkin reaction.

[5] Cinnamic acid can dimerize in non-polar solvents resulting in different linear free energy relationships.

Skeletal formula of trans-cinnamic acid
Skeletal formula of trans-cinnamic acid
Ball-and-stick model of the trans-cinnamic acid molecule
Ball-and-stick model of the trans-cinnamic acid molecule
Sample of the compound cinnamic acid in powder form
Sample of the compound cinnamic acid in powder form
NFPA 704 four-colored diamond Health 1: Exposure would cause irritation but only minor residual injury. E.g. turpentine Flammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oil Instability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogen Special hazards (white): no code
Synthesis of cinnamic acid via the Perkin reaction . [ 10 ]