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.
McGraw-Hill Dictionary of Scientific & Technical Terms, 6E, Copyright © 2003 by The McGraw-Hill Companies, Inc.
The following article is from The Great Soviet Encyclopedia (1979). It might be outdated or ideologically biased.

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.

The Great Soviet Encyclopedia, 3rd Edition (1970-1979). © 2010 The Gale Group, Inc. All rights reserved.
References in periodicals archive ?
The Occurrence, Metabolism and Toxicity of Cinnamic Acid and Related-Compounds.
A simple, reliable, and accurate method using ultrahigh-performance liquid chromatography (UPLC) fingerprinting with a diode array detector (DAD) was developed for the simultaneous qualitative and quantitative analyses of the thirteen biomarkers: ephedrine, methyl gallate, catechin, albiflorin, paeoniflorin, benzoic acid, liquiritin, liquiritin apioside, 1,2,3,4,6-pentagalloyl glucose (PGG), cinnamic acid, glycyrrhizin, schisandrin, and 6-shogaol in SCRT.
coli 0111: B4), 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT), sulfanilamide, N-(1-naphthyl)-ethylenediamine dihydrochloride, dimethyl sulfoxide (DMSO), harpagoside, cinnamic acid, and TAK-242 were purchased from Sigma-Aldrich (St.
Our results have showed that propolis from this region contain flavonoids in higher ratio than the other common bioactive compounds such as hydrocarbons, aliphatic acids and their esters, cinnamic acids and their esters, alcohols and terpenes, aromatic acids and ketones.
Cinnamic acid also reduces blood-glucose levels in a dose-dependent manner in non-obese type 2 diabetic rats: the improvement by 10 mg/kg of cinnamic acid has been comparable to that of the sulphonylurea glibenclamide (5 mg/kg); furthermore, in vitro it significantly enhances glucose-stimulated insulin secretion in isolated pancreas islets (Hafizur et al.
The antibacterial activity exerted by both extracts might be attributed to the presence of bioactive constituents such as catechin, rutin and apigenin, gallic acid, gentisic acid cinnamic acids detected by HPLC-TOF/MS.
To a stirred solution of cinnamic acid (400 mg, 2.76 mmol) in 4 mL anhydrous C[H.sub.2][Cl.sub.2] at 0[degrees]C and under argon was added 3-4 drops of anhydrous DMF followed by dropwise addition of oxalyl chloride (700 mg, 5.52 mmol, 2eq.).
Onciu, "A novel approach in cinnamic acid synthesis: direct synthesis of cinnamic acids from aromatic aldehydes and aliphatic carboxylic acids in the presence of boron tribromide," Molecules, vol.
PVA-1799, degree of polymerization and saponification are 1700 and 99%, respectively) was purchased from Sinopec Sichuan vinylon works, China, p-chlorosubstituted cinnamic acid was purchased from Huzhou N.
Effects of caffeic acid and cinnamic acid on glucose uptake in insulin-resistant mouse hepatocytes.
For instance, a tree can convert the amino acid phenylalanine into cinnamic acid, a precursor to compounds thought to be important to the tree's defense system.
Beta-carotene, beta-cryptoxanthin, caffeic acid, cinnamic acid, ferulic acid, quercetin, rutin, and kaempferol are among cauliflower's key antioxidant phytonutrients.