In vivo studies indicate that acute lethal doses (LD50) of cinnamic acid is achieved at 160-220 mg/kg (ip) in mice, 2.5 g/kg (oral) in rats and 5 g/kg (dermal) in rabbits. Your email address will not be published. Beilstein/REAXYS Number 1905952 . However, in the case of . It is obtained from oil of cinnamon, or from balsams such as storax. The three samples can be run simultaneously in the DigiMelt (use temperature range of ~110-140 oC). Linear Formula C 6 H 5 CH=CHCOOH . It exists as both a cis and a trans isomer, although the latter is more common. Evaporation Rate:Not available. Similarly to L. monocytogenes, cinnamic acid showed an MIC at 2.0% for E. coli. Insol in water. trans-Cinnamic acid, Phenylacrylic acid, 3-Phenylacrylic acid. d 2525 1.045-1.048. d 420 1.049. bp 271°. n D20 1.559-1.561. Cinnamic acid is an organic compound with the formula C 6 H 5 CH=CHCOOH. Classified as an unsaturated carboxylic acid, it occurs naturally in a number of plants.It exists as both a cis and a trans isomer, although the latter is more common. Doceri is free in the iTunes app store. SAFETY DATA SHEET Creation Date 26-Sep-2009 Revision Date 14-Feb-2020 Revision Number 2 1. China Catalog of Hazardous chemicals 2015: Not Listed. Chemsrc provides Cinnamic acid(CAS#:621-82-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. It derives from a cinnamic acid. Flavis number 8.022 . Cinnamic acid is an organic compound with the formula C6H5CH=CHCOOH. InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+. trans-Cinnamic acid is the key volatile components of cinnamon essential oil. After the addition of bromine to trans-cinnamic acid, the product was identified by its melting point and infrared spectrum resulting in erythro-2,3-Dibromo-3-phenylpropanoic acid after comparing similar properties. Against both E. coli and S. enterica, cinnamaldehyde had an MIC of 0.25% (Table 3). This video screencast was created with Doceri on an iPad. Council of Europe no. The couples of compounds differed for the kind of aromatic substitution (p-hydroxy, p-hydroxymethoxy, p-hydroxydimethoxy, dihydroxy). The biosynthesis of cinnamaldehyde begins with deamination of L-phenylalanine into cinnamic acid by the action of phenylalanine ammonia lyase (PAL). The Merck Index* Online | Cinnamic Acid | Monograph containing literature references, physical and biological properties and relevant information Articles of Cinnamic acid are included as well. Computations at density functional level (DFT) and its time dependent (TD) extension are carried out to explain results obtained experimentally in our laboratories. Here, learn the cinnamic acid formula along with its chemical structure and uses. Articles of Cinnamic acid are included as well. Bromination of Cinnamic acid Supplementary Material Experimental notes This experiment aims at the preparation of the 2,3-dibromo-3-phenylpropanoic acid from cinnamic acid by bromine addition. Cinnamic acid definition, a white, crystalline, water-insoluble powder, C9H8O2, usually obtained from cinnamon or synthesized: used chiefly in the manufacture of perfumes and medicines. It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. trans-Cinnamic acid is a weakly acidic compound (based on its pKa). acetic acid, benzylidene-, acrylic acid, 3-phenyl-, 3-phenylacrylic acid 3-phenyl-2-propenoic acid formic acid, styryl-, benzylideneacetic acid: technique: kbr wafer: use: used to produce methyl, ethyl, & benzyl esters for perfumery, and flavoring ingredients Beilstein/REAXYS Number 1905952 . trans-Cinnamic acid is a white crystalline organic acid, which is slightly soluble in water. Learn more at http://www.doceri.com Calculate the number of mmol in 100. mg of trans-cinnamic acid (use a MW calculated to 2 decimal places) Which is the limiting reagent? Potential Chronic Health Effects: CARCINOGENIC EFFECTS: Not available. Cinnamic acids play key roles in the formation of other more complex phenolic compounds. Trans-cinnamic acid (tCA) and hydrocinnamyl alcohol (HcinOH) are valuable aromatic compounds with applications in the flavour, fragrance and cosmetic industry. Possible reasons may be: The Merck Index is the definitive reference work for scientists and professionals looking for authoritative information on chemicals, drugs and biologicals. Cinnamic acid could suppress the growth of colon carcinoma HT29 xenografts at well-tolerated doses. They can be produced with recombinant yeasts from sugars via phenylalanine after expression of a phenylalanine ammonia lyase (PAL) and an aryl carboxylic acid reductase. cis-cinnamic acid derivatives, corresponding thermochemistry data can be still considered scarce. It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. trans-cinnamic acid: trans-cinnamic acid: 140-10-3: none: European Inventory of Existing Commercial Chemical Substances (EINECS) Listed. Molecular Weight 148.16 . Soluble in 3 vols of 70% alc. Thus, cinnamic acid exhibits a low toxicity. Chemsrc provides trans-Cinnamic acid(CAS#:140-10-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. 2005-03-26. {trans-}Cinnamic acid 140-10-3 100 Toxicological Data on Ingredients: Not applicable. Display Name: trans-cinnamic acid EC Number: 205-398-1 EC Name: trans-cinnamic acid CAS Number: 140-10-3 Molecular formula: C9H8O2 IUPAC Name: (2E)-3-phenylprop-2-enoic acid Section 3: Hazards Identification Potential Acute Health Effects: Slightly hazardous in case of skin contact (irritant), of eye contact (irritant), of ingestion, of inhalation. trans-Cinnamic acid ≥99% Synonym: trans-3-Phenylacrylic acid, Cinnamic acid CAS Number 140-10-3. We now show that cinnamic acid induces cytostasis and a reversal of malignant properties of human tumor cells in vitro. While working with material safety data sheets (MSDS), I found that manufacturers sometimes used obscure names for constituent chemicals and I didn't always have a good idea of what I was dealing with. Abstract The bromination of trans-cinnamic acid was completed to determine dibromide’s stereochemical structure and its mechanism. trans-Cinnamic acid Description These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. trans-Cinnamic acid is an α,β-unsaturated aromatic acid that can be used as a flavoring agent. . mp 6-10°. Calculate the number of mmol of Br2 present in 0.48 mL of bromine solution. To prepare a 50:50 mixture, mix equal small portions of these compounds (estimate Structure, properties, spectra, suppliers and links for: Cinnamic acid, 621-82-9. Insol in water. Your email address will not be published. Cinnamylic acid, Isocinnamic acid, Benzenepropenoic acid, Used in flavourings and certain pharmaceuticals, Used as a precursor to the sweetener aspartame. (use a MW calculated to 2 decimal places) Thus, cinnamic acid exhibits a low toxicity. Classified as an unsaturated carboxylic acid, it occurs naturally in a number of plants. Ibuprofen and naproxen are important painkilling and anti-inflammatory drugs. Determine the melting points of pure samples of cinnamic acid and urea as well as a 50:50 mixture of the two, and record the data in your lab notebook. (use a MW calculated to 2 decimal places) The concentration causing a 50% reduction of cell proliferation (IC 50) ranged from 1 to 4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. The full spectrum can only be viewed using a FREE account. See more. : A13538 CAS-No 140-10-3 Synonyms 3-Phenyl-2-propenoic acid; trans-3-Phenylacrylic acid Recommended Use Laboratory chemicals. It has a honey-like odour. PAL catalyzes this reaction by a non-oxidative deamination. Vapor Density: Not available. 103-26-4) is a white or transparent solid with a strong, aromatic odor and it belongs to the class of organic compounds known as cinnamic acid esters with the … The most plant phenolics are derived from trans-cinnamic acid, which is formed from l-phenylalanine by the action of l-phenylalanine ammonia-lyase (PAL), the branch point enzyme between primary (shikimate pathway) and secondary (phenyl propanoid pathway) metabolism (Fig. It is mainly used to prepare ester derivatives that are used in perfume industry. This deamination relies on the MIO prosthetic group of PAL. It is a member of styrenes and a member of cinnamic acids. EC Number 205-398-1. Cinnamic acid derivatives are reported to have multiple biological activities such as anti-microbial, anti-cancer, anti-oxidant, anti-fungal, Yamanashi Med. Citric acid was ineffective at inhibiting L. monocytogenes even at 2.0% w/v. Create. EC Number 205-398-1. Environ. 22 . Cinnamic aldehyde occurs naturally in the bark of cinnamon, camphor, and cassia trees. Bromination of Cinnamic acid Supplementary Material Experimental notes This experiment aims at the preparation of the 2,3-dibromo-3-phenylpropanoic acid from cinnamic acid by bromine addition. What is the theoretical yield of the addition product? Cinnamic acid is an odorless white crystalline acid that has only been recently studied for its potential in cancer prevention. A series of cinnamic acid derivatives were synthesized and their biological abilities on lipoprotein metabolism were examined. n D20 1.559-1.561. Cinnamic Acid Cinnamic acid is a naturally-occurring, organic, unsaturated carboxylic acid that exists as both cis and trans isomers. The Merck Index* Online | Cinnamic Acid | Monograph containing literature references, physical and biological properties and relevant information Miscible with alcohol, ether. Calculate the number of mmol in 100. mg of trans-cinnamic acid (use a MW calculated to 2 decimal places) Which is the limiting reagent? You can also browse global suppliers,vendor,prices,Price,manufacturers of trans-Cinnamic acid(140-10-3). Properties: Almost colorless, oily liquid, fruity and balsamic odor, reminiscent of cinnamon with an amber note. Determination of L-phenylalanine. You are able to perform searches and obtain result sets but do not currently have access to the full monographs. hydroxyderivatives of cinnamic acid. Cinnamic acid is a white crystalline acid that has a honey-like odour and is extracted from oil of cinnamon. FEMA Number 2288 . Required fields are marked *. The 15th edition is now available from the Royal Society of Chemistry, in print and online. The cinnamic acid is soluble in dichloromethane at room temperature and thus before the bromine addition the reaction vessel holds a colourless solution. We now show that cinnamic acid induces cytostasis and a reversal of malignant properties of human tumor cells in vitro. The most plant phenolics are derived from trans-cinnamic acid, which is formed from l-phenylalanine by the action of l-phenylalanine ammonia-lyase (PAL), the branch point enzyme between primary (shikimate pathway) and secondary (phenyl propanoid pathway) metabolism (Fig. Cinnamic acids play key roles in the formation of other more complex phenolic compounds. After the addition of bromine to trans-cinnamic acid, the product was identified by its melting point and infrared spectrum resulting in erythro-2,3-Dibromo-3-phenylpropanoic acid after comparing similar properties. trans-Cinnamic acid ≥99%, FG Synonym: trans-3-Phenylacrylic acid, Cinnamic acid CAS Number 140-10-3. Learn more at http://www.doceri.com Molecular Weight 148.16 . trans-Cinnamic acid Description These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. The acid is used to produce flavorings, synthetic indigo, pharmaceuticals, perfumes, and aspartame sweeteners. Articles of Cinnamic acid are included as well. This paper describes experimentally verifiable computational chemistry results of the environmentally benign caffeic acid (CA) antioxidant. Chemical Database Cinnamic Acid Identifications. trans-Cinnamic acid exists in all living species, ranging from bacteria to humans. trans-cinnamic acid (E)-cinnamic acid: 2-propenoic acid, 3-phenyl-, (E)-trans-3-phenylacrylic acid: trans-3-phenylpropenoic acid: ... Density (Liquid in equilibrium with Gas) as a function of Temperature Temperature from 406.9 K to 840 K Enthalpy of phase transition (Crystal 1 … MDL number MFCD00004369. Potential Chronic Health Effects: CARCINOGENIC EFFECTS: Not available. . trans-Cinnamic acid exists in all living species, ranging from bacteria to humans. These trees are the natural source of cinnamon, and the essential oil of cinnamon bark is about 90% cinnamic aldehyde. The biosynthesis of cinnamaldehyde begins with deamination of L-phenylalanine into cinnamic acid by the action of phenylalanine ammonia lyase (PAL). Cinnamic acid, a naturally occurring aromatic fatty acid of low toxicity, has a long history of human exposure. 4-methoxycinnamic acid is a methoxycinnamic acid having a single methoxy substituent at the 4-position on the phenyl ring. In the second step, 4-coumarate–CoA ligase (4CL) converts cinnamic acid to … Date s. Modify. View the Full Spectrum for FREE! Other articles where Cinnamic acid is discussed: carboxylic acid: Aromatic acids: Cinnamic acid, an unsaturated carboxylic acid, is the chief constituent of the fragrant balsamic resin storax. Section 3: Hazards Identification Potential Acute Health Effects: Slightly hazardous in case of skin contact (irritant), of eye contact (irritant), of ingestion, of inhalation. Identification Product Name trans-Cinnamic acid Cat No. Ibuprofen is sold over-the-counter under proprietary names such as Advil and Nuprin. CAS Number: 621-82-9; FEMA Number: 2288; Synonyms/Related: (2E)-3-phenylprop-2-enoate Login with your subscriber username and password, You have reached the limit of concurrent users allowed by your subscription, Customers who have a user account that will grant access (for example, those registered for personal online trial, or those who have purchased one or more Pay-per-View monograph(s)) can login, If you are not an existing customer, click. 2020-12-19. Cinnamic aldehyde is the chemical compound that gives cinnamon its flavor and odor. 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Effects: Not Listed on Ingredients: Not available the 3-position and freely soluble in,! Acid ( 140-10-3 ): cinnamic acid is a white crystalline compound that gives its! Α-Me thyl-MFCD00002652 [ MDL number ] α-Methylcinnamic ac id: Not Listed important and. In many organic solvents abilities on lipoprotein metabolism were examined ( 4CL ) converts cinnamic acid CAS number 140-10-3! Exists as both a cis and a member of cinnamic acid CAS number 2288... Had an MIC at 2.0 % for E. coli of cinnamaldehyde begins with deamination of into. Begins with deamination of L-phenylalanine into cinnamic acid derivatives were synthesized and their biological abilities on lipoprotein metabolism were..