Chemical Properties
yellow liquid with an odour of cinnamon
Uses
In the flavor and perfume industry.
General Description
Yellow oily liquid with a cinnamon odor and sweet taste.
Reactivity Profile
CINNAMALDEHYDE(104-55-2) reacts with sodium hydroxide owing to aerobic oxidation.
Air & Water Reactions
Thickens on exposure to air. May be unstable to prolonged exposure to air. Slightly water soluble .
Potential Exposure
Botanical 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.
Fire Hazard
This chemical is combustible.
First aid
If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions) if breathing has stopped, and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
Shipping
UN1989 Aldehydes, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid
Incompatibilities
Aldehydes 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
Description
Cinnamic aldehyde is used as a flavoring agent, ingredient
of fragrance in soft drinks, ice creams, dentifrices,
pastries, chewing-gum, etc. It can induce both contact
urticaria and delayed-type reactions. It can be implicated
in contact dermatitis in those who work in the
perfume industry or food handlers. Cinnamic aldehyde
is contained in the "fragrance mix".
Waste Disposal
Incineration. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers.
Occurrence
Reported found in celery seed, cinnamon, cinnamon leaf, cassia leaf, clove stem and lemon balm.
Definition
ChEBI: (E)-cinnamaldehyde is the E (trans) stereoisomer of cinnamaldehyde, the parent of the class of cinnamaldehydes. It has a role as a hypoglycemic agent, an EC 4.3.1.24 (phenylalanine ammonia-lyase) inhibitor, a vasodilator agent, an antifungal agent, a flavouring agent, a plant metabolite and a sensitiser. It is a 3-phenylprop-2-enal and a member of cinnamaldehydes.
Aroma threshold values
Detection at 50 to 750 ppb.
Taste threshold values
Taste characteristics at 0.5 ppm: spicy, cinnamon and cinnamon bark.
Health Hazard
Cinnamaldehyde 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.
Agricultural Uses
Fungicide, 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 name
ADIOS®; ZIMTALDEHYDE®;
ZIMTALDEHYDE® LIGHT
Anticancer Research
This 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).
Synthesis
By isolation from natural sources; synthetically, by condensation of benzaldehyde with acetaldehyde in the presence of
sodium or calcium hydroxide.