4-фенил-3-бутен-2-он

Химические свойства

Yellow Solid

Вхождение

Occasionally Benzalacetone is used in perfumery for Sweet Pea (used to be a “must” in this type of fragrance), in Appleblossom, etc., often in combination with Neroli and Hyacinth bases. Also used in flavors, particularly in Chocolate, Cocoa, Cherry, Fruit, Nut, Vanilla, etc. - but usually at very low concentration. Concentration in finished product will rarely exceed 0.2 to 0.5 ppm.

Использование

brightener in acid zinc electroplating,also used as an organic synthesis intermediate in flavor and fragrance, pharmaceutical industries

Определение

ChEBI: Trans-benzylideneacetone is the trans-isomer of benzylideneacetone. It acts as an inhibitor of the enzyme phospholipase A2 (EC 3.1.1.4) of insects like diamond back moth. It has a role as a flavouring agent, a fragrance, a bacterial metabolite and an EC 3.1.1.4 (phospholipase A2) inhibitor.

Подготовка

By condensing benzaldehyde and acetone in the presence of an alkaline condensing agent.

Реакции

Benzalacetone can be utilized for catalytic hydrogenation to yield alcohols, employing Raney nickel as the catalyst. Research has demonstrated that in the presence of HCl and H3PO4, Raney nickel experiences a loss of catalytic activity, resulting in a decreased hydrogenation rate; conversely, NaCl does not exert any significant effect. Although the hydrogenation of the ethylene bond in benzalacetone is inhibited, it is primarily the reduction in hydrogen absorption by the carbonyl group that is more significantly impacted, leading to a marked decrease in the quantity of alcohol produced.^[1]

Общее описание

trans- 4-Phenyl-3-buten-2-one is substrate for glutathione transferase. It reacts with methyl- and benzylguanidine to yield aromatic N²-substituted 2-pyrimidinamines.

Профиль безопасности

Poison by intravenous route. Moderately toxic by intraperitoneal route. A skin irritant. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also KETONES.

Методы очистки

Crystallise it from pet ether (b 40-60o), or distil it (b 137-142o /16mm). [Beilstein 7 IV 1003.]