31041-83-5

Usage

Uses

Used in Fragrance and Flavor Industry:
Ethyl crotonate is utilized as a flavoring agent in the food products sector, adding a pleasant taste and aroma to various items. Its fruity scent also makes it a popular choice in the cosmetics and perfumes industry, where it is used as a fragrance to enhance the appeal of these products.
Used in Chemical Synthesis:
As a chemical intermediate, (2Z)-but-2-en-1-yl 3-oxobutanoate plays a crucial role in organic synthesis, contributing to the production of various compounds and materials.
Used in Pharmaceutical Production:
Ethyl crotonate is employed in the manufacturing process of pharmaceuticals, highlighting its significance in the healthcare sector.
Used as a Solvent:
In various industrial processes, (2Z)-but-2-en-1-yl 3-oxobutanoate serves as a solvent, facilitating numerous chemical reactions and procedures.
Used in Therapeutic Research:
Ethyl crotonate has been investigated for its potential therapeutic properties, such as anti-inflammatory and antioxidant effects, which could lead to future applications in the medical field.

Upstream product

• 6117-91-5 (E/Z)-2-buten-1-ol 
• 105-45-3 acetoacetic acid methyl ester 
• 141-97-9 ethyl acetoacetate 
• 674-82-8 4-methyleneoxetan-2-one 

Relevant academic research and scientific papers

Nano CuFe2O4: An efficient, magnetically separable catalyst for transesterification of β-ketoesters

The preparation of a variety of β-ketoesters was achieved in high yields from methyl acetoacetate under neutral conditions through the utilization of magnetic CuFe2O4 nanoparticles as catalyst. Recycling of the catalyst was performed up to eight times without significant loss in activity. The catalyst was characterized using XRD, XPS, SEM and TEM techniques.

General and efficient transesterification of β-keto esters with various alcohols using Et3N as a br?nsted base additive

Transesterification of β-keto esters with a wide variety of allyl, benzyl, propargyl, and alkyl alcohols using, for the first time, commercially available and inexpensive Et3N as a Br?nsted base additive, is efficiently performed in toluene at reflux. The corresponding esters are exclusively obtained in 57-98% yields with no trace amounts of γ,δ-ketones, usually expected from the decarboxylative Carroll rearrangement.

AgOTf-catalyzed transesterification of β-keto esters

AgOTf proved to be an effective catalyst for the transesterification of β-keto esters with primary, secondary and tertiary alcohols. The products were obtained in high yield within a reasonable reaction time period. The kinetics of the transesterification reaction were also studied and the reaction was found to follow second-order kinetics. Copyright

Selective Catalytic Transesterification, Transthiolesterification, and Protection of Carbonyl Compounds over Natural Kaolinitic Clay

Transesterification and transthiolesterification of β-keto esters with variety of alcohols and thiols and selective protection of carbonyl functions with various protecting groups catalyzed by natural kaolinitic clay are described. The clay has been found to be an efficient catalyst in transesterifying long chain alcohols, unsaturated alcohols, and phenols to give their corresponding β-keto esters in high yields. For the first time, transthiolesterification of β-keto esters with a variety of thiols has been achieved under catalytic conditions. Clay also catalyzes selective transesterification of β-keto esters by primary alcohols in the presence of secondary and tertiary alcohols giving corresponding β-keto esters. A systematic study involving the reactivity of different nucleophiles (alcohols, amines, and thiols) toward β-keto esters is also described. Sterically hindered carbonyl groups as well as α,β-unsaturated carbonyl groups underwent protection without the deconjugation of the double bond. Chemoselective protection of aldehydes in the presence of ketones has also been achieved over natural kaolinitic clay.