ChemicalBook > Product Catalog > Flavors and fragrances > Synthetic fragrances > Carboxylic acids and esters > Aromatic carboxylic acid ester > Cinnamaldehyde
Cinnamaldehyde Chemical Properties
- Melting point:−9-−4 °C(lit.)
- Boiling point:250-252 °C(lit.)
- Density 1.05 g/mL at 25 °C(lit.)
- vapor density 4.6 (vs air)
- vapor pressure <0.1 hPa (20 °C)
- FEMA 2286 | CINNAMALDEHYDE
- refractive index n
- Flash point:160 °F
- storage temp. Store below +30°C.
- solubility 1g/l soluble
- form Liquid
- Specific Gravity1.05
- color Clear yellow
- OdorStrong odor of cinnamon
- Water Solubility Slightly soluble
- JECFA Number656
- Merck 13,2319
- Stability:Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
- CAS DataBase Reference104-55-2(CAS DataBase Reference)
- NIST Chemistry ReferenceCinnamylaldehyde(104-55-2)
- EPA Substance Registry SystemCinnamaldehyde (104-55-2)
Cinnamaldehyde Usage And Synthesis
- Chemical PropertiesCinnamaldehyde exists as yellowish to greenish-yellow oily liquid with a Strong pungent, spicy, cinnamon odor. It is normally insoluble in water and many organic solvents but is miscible with alcohol and other flavoring oils. Exposure to air will result in thickening and oxidation.
Cinnamaldehyde (cinnamic aldehyde, benzylideneactaldehyde, phenylacrolein, 3-phenylpropenal, 3-phenyl-2-propenal) is a saturated aldehyde with an aromatic ring that is a yellowish, oily liquid at room temperature. It is used as a flavoring and aromatic agent in a variety of food products, perfumes, and household products. It has also seen use as a rubber reinforcing agent. A burning taste that produces the odor and flavor of the spice may be found with this aromatic aldehyde. Cinnamaldehyde has also been used as an attractant for insect control, in the preparation of corrosion inhibitors, and as a coating for metals. Although extensively used in industry, it is also a natural constituent of cinnamon leaves and bark, some essential oils, and other plant products.
- OccurrenceReported found in celery seed, cinnamon, cinnamon leaf, cassia leaf, clove stem and lemon balm.
- UsesCinnamaldehyde is used in flavor and perfumes.It occurs in cinnamon oils.
- UsesIn the flavor and perfume industry.
- Aroma threshold valuesDetection at 50 to 750 ppb.
- Taste threshold valuesTaste characteristics at 0.5 ppm: spicy, cinnamon and cinnamon bark.
- General DescriptionYellow oily liquid with a cinnamon odor and sweet taste.
- Air & Water ReactionsThickens on exposure to air. May be unstable to prolonged exposure to air. Slightly water soluble .
- Reactivity ProfileCinnamaldehyde reacts with sodium hydroxide owing to aerobic oxidation.
- Health HazardCinnamaldehyde can cause moderate to severeskin irritation. Exposure to 40 mg in48 hours produced a severe irritation effecton human skin. The toxicity of this compoundwas low to moderate on test subjects,depending on the species and the toxicroutes. However, when given by oral routein large amounts, its poisoning effect wassevere. Amounts greater than 1500 mg/kghave produced a wide range of toxic effectsin rats, mice, and guinea pigs. The symptomswere respiratory stimulation, somnolence,convulsion, ataxia, coma, hypermotility, anddiarrhea.
LD50 value, oral (guinea pigs): 1150 mg/kg
Cinnamaldehyde is a mutagen. Its carcinogeniceffect is not established.
- Fire HazardCinnamaldehyde is combustible.
- Agricultural UsesFungicide, Insecticide: Used as an antifungal agent, corn rootworm attractant, and dog and cat repellent. Can be used on soil casing for mushrooms, row crops, turf and all food commodities. Not listed for use in EU countries.
- Trade nameADIOS®; ZIMTALDEHYDE®; ZIMTALDEHYDE® LIGHT
- Contact allergensThis perfumed molecule is used as a fragrance in perfumes, a flavoring agent in soft drinks, ice creams, dentifrices, pastries, chewing-gum, etc. It can induce both contact urticaria and delayed-type reactions. It can be responsible for dermatitis in the perfume industry or in food handlers. Cinnamic aldehyde is contained in “fragrance mix.” As a fragrance allergen, it has to be mentioned by name in cosmetics within the EU.
- Anticancer ResearchThis is promising in antitumor activity against NSCLC cells. The cells were inducedin apoptosis and also the epithelial-mesenchymal transition was reversed affectingthe Wnt/b-catenin pathway (Bouyahya et al. 2016).
- Safety ProfilePoison by intravenous and parenteral routes. Moderately toxic by ingestion and intraperitoneal routes. A severe human skin irritant. Mutation data reported. Combustible liquid. May ipte after a delay period in contact with NaOH. When heated to decomposition it emits acrid smoke and fumes. See also ALDEHYDES.
- Chemical SynthesisBy isolation from natural sources; synthetically, by condensation of benzaldehyde with acetaldehyde in the presence of sodium or calcium hydroxide.
- Potential ExposureBotanical fungicide and insecticide. Used as an antifungal agent, corn rootworm attractant, and dog and cat repellent. Can be used on soil casing for mushrooms, row crops, turf, and all food commodities. Not listed for use in EU countries.
- ShippingUN1989 Aldehydes, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid
- IncompatibilitiesAldehydes are frequently involved in selfcondensation or polymerization reactions. These reactions are exothermic; they are often catalyzed by acid. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, ketones, azo dyes, caustics, boranes, hydrazines
- Waste DisposalIncineration. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers.
Cinnamaldehyde Preparation Products And Raw materials
- trans-Cinnamic acid Vanillin 4-(Trifluoromethyl)cinnamic acid Cinnamaldehyde Acrolein Phenylacetic acid PHENYL RESIN Paraldehyde Cinnamic acid PHENYL VALERATE Diphenyl ether Allylbenzene 1-Nonanal 3-(4-ISOPROPYLPHENYL)ISOBUTYRALDEHYDE TRANS-CINNAMALDEHYDE D=1,05,trans-Cinnamaldehyde, 98+%,TERT-CINNAMALDEHYDE,CINNAMALDEHYDE, trans-(RG),(E)-cinnamaldehyde,3-phenyl-2-propenal,trans-cinnamicaldehyde,(E)-3-phenylpropenal Phenyl salicylate alpha-Hexylcinnamaldehyde Methacrolein
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- Nov 28，2019