13858-63-4

Basic information

• Product Name: 2,4-Pentadienoic acid, 2-acetyl-5-phenyl-, ethyl ester
• CAS NO: 13858-63-4
• Molecular Formula: C15H16O3
• Molecular Weight: 244.29
• Mol File: 13858-63-4.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2,4-Pentadienoic acid, 2-acetyl-5-phenyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Pentadienoic acid, 2-acetyl-5-phenyl-, ethyl ester(13858-63-4)
• EPA Substance Registry System: 2,4-Pentadienoic acid, 2-acetyl-5-phenyl-, ethyl ester(13858-63-4)

Safety Data

• Hazardous Substances Data: 13858-63-4(Hazardous Substances Data)

Usage

General Description

"2,4-Pentadienoic acid, 2-acetyl-5-phenyl-, ethyl ester" is a chemical compound that is also known by its common name, ethyl cinnamate. It is a synthetic flavoring agent and fragrance with a sweet, balsamic odor reminiscent of cinnamon and strawberry. It is commonly used in food and beverage products, as well as in the production of perfumes, soaps, and other personal care products. Ethyl cinnamate has been shown to have antimicrobial and antioxidant properties, and it is generally regarded as safe for use in the intended applications. However, it should be handled and used with care, as it may cause skin and eye irritation and is flammable in its pure form.

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 141-97-9 ethyl acetoacetate 
• 104-55-2 3-phenyl-propenal 

Downstream Products

• 54961-12-5 2,4-diacetyl-3-styryl-glutaric acid diethyl ester 

Relevant articles and documents

SILICA GEL FUNCTIONALIZED WITH AMINO GROUPS AS A NEW CATALYST FOR KNOEVENAGEL CONDENSATION UNDER HETEROGENEOUS CATALYSIS CONDITIONS

Knoevenagel condensation has been carried out under heterogeneous catalysis conditions using amino groups immobilized on silica gel: the results show that the catalytic support is recoverable without regeneration, and that the matrix probably participates to the catalysis mechanism.

Enzyme catalytic promiscuity: The papain-catalyzed Knoevenagel reaction

Papain as a sustainable and inexpensive biocatalyst was used for the first time to catalyze the Knoevenagel reactions in DMSO/water. A wide range of aromatic, hetero-aromatic and α,β-unsaturated aldehydes could react with less active methylene compounds acetylacetone and ethyl acetoacetate. The products were obtained in moderate to excellent yields with Z/E selectivities of up to 100:0. This case of biocatalytic promiscuity not only widens the application of papain to new chemical transformations, but also could be developed into a potentially valuable method for organic synthesis.

Natural α-amino acid l-lysine-catalyzed knoevenagel condensations of α,β-unsaturated aldehydes and 1,3-dicarbonyl compounds

Knoevenagel condensations of α,β-unsaturated aldehydes and 1,3-dicarbonyl compounds were catalyzed by primary natural amino acid L-lysine. The reactions were carried out at room temperature in dimethylsulfoxide. It provides a facile entry to a wide variety of α,β,γ,δ- unsaturated dicarbonyl compounds. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.