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 ?
The amphiphilic graft polymers PVCi with different DS have been synthesis by esterifying PVA with cinnamic acid.
The antioxidant properties of propolis extracts may be related to their chemical composition, such as the content of flavonoids (including flavones, flavonols, flavanones and dihydroflavonols) and other phenolic compounds (mainly substituted cinnamic acids and their esters) (Moreno et al.
In this research, the team used both natural and laboratory-built versions, called "analogs," of certain compounds, including modified forms of thymol, cinnamic acid, and vanillin, like that from vanilla bean.
Decomposition of specifically carbon-14 labelled benzoic and cinnamic acid derivatives in soil.
Table 1 shows the basic information of the selected thirteen typical phenolcarboxylic acids and they were classified into three groups in terms of structure patterns: benzoic acid derivatives, cinnamic acid derivatives and their condensation products.
In the present study, we demonstrated that propolis cinnamic acid derivatives Artepilin C, Baccharin, and Drupanin induced apoptotic cell death through both extrinsic and intrinsic apoptosis signal transduction pathways when tested at their [IC.
These compounds include hydroxyl cinnamic acid, dihydrocalcones, flavonols, catechins, Oligomericprocianides like triterpenoids and anthocyanins.
In this way, we identified one derivate of cinnamic acid (2), four C-glycosylated flavonoids (3, 4, 6 and 7) and one C- diglycosylated flavonoid (9).
Detection was performed at 260, 278, 280 and 324 nm for galangin and chrysin, cinnamic acid, pinocembrin and methoxycinnamic acids, respectively.
Rosmarinic acid is a cinnamic acid derivative with potent antioxidant activity and known antiviral, antibacterial, and anti-inflammatory properties.