транс-Коричный альдегид

Химические свойства

trans-Cinnamaldehyde is the main component of cassia oil (about 90%) and Sri Lanka cinnamon bark oil (about 75%). Smaller quantities are found in many other essential oils. In nature, the trans-isomer is predominant.
trans-Cinnamaldehyde is a yellowish liquid with a characteristic spicy odor, strongly reminiscent of cinnamon. Being an ??,??-unsaturated aldehyde, it undergoes many reactions, of which hydrogenation to cinnamic alcohol, dihydrocinnamaldehyde, and dihydrocinnamic alcohol is important. Cinnamic acid is formed by autoxidation.
On an industrial scale, cinnamaldehyde is prepared almost exclusively by alkaline condensation of benzaldehyde and acetaldehyde. Self-condensation of acetaldehyde can be avoided by using an excess of benzaldehyde and by slowly adding acetaldehyde.
Cinnamaldehyde is used in many compositions for creating spicy and oriental notes (e.g., soap perfumes). It is the main component of artificial cinnamon oil. In addition, it is an important intermediate in the synthesis of cinnamic alcohol and dihydrocinnamic alcohol.

Использование

trans-Cinnamaldehyde is used in the flavor and perfume industry. It is also used in medicine. It reacts with glutathione to get an adduct 1'-(glutathion-S-yl)-dihydrocinnamaldehyde. It is used to prepare cinnamylidene-bisacetamide by reacting with acetamide. Further, it inhibits xanthine oxidase.

Определение

ChEBI: The E (trans) stereoisomer of cinnamaldehyde, the parent of the class of cinnamaldehydes.

Общее описание

Clear yellow liquid with an odor of cinnamon and a sweet taste.

Реакции воздуха и воды

May be sensitive to prolonged exposure to air and light. Insoluble in water.

Профиль реактивности

trans-Cinnamaldehyde is incompatible with strong oxidizing agents and strong bases. trans-Cinnamaldehyde can also react with sodium hydroxide.

Пожароопасность

trans-Cinnamaldehyde is combustible.

Возможный контакт

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.

Перевозки

UN1989 Aldehydes, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid

Несовместимости

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

Утилизация отходов

Incineration. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers.