Cinnamic Acid

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cinnamic acid

[sə′nam·ik ′as·əd]
(organic chemistry)
C6H5CHCHCOOH Colorless, monoclinic acid; forms scales, slightly soluble in water; found in natural balsams.

Cinnamic Acid


(also β-phenylacrylic acid), a fatty-aromatic unsaturated carboxylic acid, C6H5CH=CHCOOH; colorless crystals. Two geometric isomers of cinnamic acid are known—the trans-isomer and cis-isomer. The trans-isomer is more stable and has a melting point of 133°C, and a boiling point of 300°C. The cis-isomer forms three polymorphic forms with melting points of 68°, 58°, and 42°C, respectively; the first form, allocinnamic acid, exhibits the highest degree of stability.

Cinnamic acid is contained in Peru balsam and Tolu balsam (mainly in the form of esters), as well as in certain essential oils. In industry trans-cinnamic acid is usually prepared by condensation of acetone with benzaldehyde followed by oxidation of the product benzylidene acetone, C6H5CH = CHCOCH3, with hypochlorous acid. The cis-form is obtained from the byproducts of the cocaine industry. Esters of cinnamic acid serve as aromatic substances in perfumes and cosmetics.

References in periodicals archive ?
Overall, condensation products of phenolcarboxylic acids exhibited much higher affinity to COX-2 than cinnamic acid derivatives.
Moreover, chlorogenic acid (2) that was expected to have a strong activity, because the derivatives of cinnamic acid have been recognized as potent QS inhibitor compounds, was the less active among all the tested compounds.
Phytochemicals such as ferulic acid, chlorogenic acid, caffeic acid, coumaric acid, cinnamic acid, eugenol, berberine have shown synergistic interaction with commercial oral antidiabetic drugs when they are tested in two different cell lines at basal level (Prabhakar and Doble 2009, 2011 a,b,c).
flavonoids (abundant), bufadienolids, and cinnamic acid derivatives.
The chapter will discuss the available evidence on soluble fibres from psyllium and other sources, cinnamaldehyde, cinnamic acid and other cinnamon phytochemicals, berberine, corosolic acid from banaba, charantin from bitter gourd, catechins and flavonols from green tea and cocoa.
The 4hydroxy benzoic acid, cinnamic acid and furillic acid were only detected in methanol extract.
Keihi contains the compositions such as cinnamic aldehyde, cinnamic alcohol, cinnamic acid, and coumarin.
2007), the phenolic compounds are distributed in the following categories: Simple phenolics, phenolic acids (benzoic and cinnamic acid derivatives), coumarins, flavonoids, hydrolysable and condensed tannins, stilbenes, lignans, and lignins.