39973-76-7

Basic information

• Product Name: ethyl 2-benzoyl-3-ethoxyacrylate
• Synonyms: ethyl 2-benzoyl-3-ethoxyacrylate;α-Ethoxymethylene-β-oxobenzenepropanoic acid ethyl ester;Ai3-10586;Benzenepropanoic acid, alpha-(ethoxymethylene)-beta-oxo-, ethyl ester;Einecs 254-723-3;ETHYL (2Z)-2-[(Z)-BENZOYL]-3-ETHOXYPROP-2-ENOATE;Benzenepropanoic acid, α-(ethoxymethylene)-β-oxo-, ethyl ester;ETHYL (2Z)-2-BENZOYL-3-ETHOXYACRYLATE(WXG00334)
• CAS NO: 39973-76-7
• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.27444
• EINECS: 254-723-3
• Mol File: 39973-76-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 373.3°Cat760mmHg
• Flash Point: 164.5°C
• Appearance: /
• Density: 1.111g/cm³
• Vapor Pressure: 9.08E-06mmHg at 25°C
• Refractive Index: 1.516
• CAS DataBase Reference: ethyl 2-benzoyl-3-ethoxyacrylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-benzoyl-3-ethoxyacrylate(39973-76-7)
• EPA Substance Registry System: ethyl 2-benzoyl-3-ethoxyacrylate(39973-76-7)

Safety Data

• Hazardous Substances Data: 39973-76-7(Hazardous Substances Data)

Usage

Description

Ethyl 2-benzoyl-3-ethoxyacrylate, also known as "Enone," is a chemical compound with the molecular formula C15H16O4. It is a clear, colorless liquid that exhibits high reactivity, making it a versatile and important chemical in various industries. Its unique properties and applications in chemical synthesis contribute to its significance in pharmaceuticals, organic chemistry, materials science, and biotechnology.

Uses

Used in Pharmaceutical Industry:
Ethyl 2-benzoyl-3-ethoxyacrylate is used as an intermediate in the synthesis of various pharmaceuticals for its ability to facilitate the creation of complex molecular structures. Its reactivity allows for the development of new drugs with potential therapeutic benefits.
Used in Organic Chemistry:
As a reagent in organic chemistry, ethyl 2-benzoyl-3-ethoxyacrylate is employed in various chemical reactions to produce a wide range of organic compounds. Its versatility in synthesis contributes to the advancement of organic chemistry research and development.
Used in Fragrance and Flavoring Industry:
Ethyl 2-benzoyl-3-ethoxyacrylate is used as a key component in the production of fragrances and flavorings due to its unique chemical properties. It contributes to the development of new scents and tastes, enhancing the sensory experience of consumer products.
Used in Materials Science:
In the field of materials science, ethyl 2-benzoyl-3-ethoxyacrylate is utilized for its potential applications in creating novel materials with specific properties. Its reactivity allows for the development of materials with improved performance characteristics, such as enhanced strength, durability, or flexibility.
Used in Biotechnology:
Ethyl 2-benzoyl-3-ethoxyacrylate is employed in biotechnology for its potential use in the development of new biologically active compounds or as a component in bioprocesses. Its unique properties may contribute to the advancement of biotechnological applications, such as drug discovery or the production of biomaterials.

InChI:InChI=1/C14H16O4/c1-3-17-10-12(14(16)18-4-2)13(15)11-8-6-5-7-9-11/h5-10H,3-4H2,1-2H3/b12-10-

Upstream product

• 108-24-7 acetic anhydride 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 122-51-0 orthoformic acid triethyl ester 
• 7334-41-0 3-acetoxypropiophenone 

Downstream Products

• 100394-21-6 2-benzoyl-4-nitro-ξ-crotonic acid ethyl ester 
• 100724-22-9 3-ethyl-5-benzoyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 
• 846549-50-6 5-cyano-2,6-diphenyl-nicotinic acid ethyl ester 
• 53561-07-2 1,5-diphenyl-1H-pyrazole-4-carboxylic acid ethyl ester 
• 109500-50-7 3-oxo-4-phenyl-2,3-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester 
• 113858-92-7 3-cyano-5-(ethoxycarbonyl)-6-phenylpyridine-2(1H)-thione 
• 114954-07-3 ethyl 8-cyano-4,7-diphenylpyrrolo<1,2-a>pyrimidin-3-carboxylate 
• 86842-88-8 (4-Chloro-phenyl)-(9-ethyl-furo[2,3-b]indolizin-2-yl)-methanone 

Relevant articles and documents

Toward Continuous-Flow Synthesis of Biologically Interesting Pyrazole Derivatives

A two-step continuous-flow synthesis of substituted pyrazole derivatives has been developed via the formation of vinylidene keto esters as key intermediates. Heterogeneous Ni2+-montmorillonite was found to be an efficient catalyst for orthoester condensation of 1,3-dicarbonyls under flow conditions. The intermediate reacted with methylhydrazine to afford pyrazole derivatives, for which suitable selection of a solvent played a key role in achieving high yields and excellent regioselectivities of the desired products. An application of this protocol has been demonstrated by the synthesis of a key intermediate for biologically active pyrazoles such as Bixafen. (Figure presented.).

Diversity-oriented synthesis of 1-hydroxy-2,4-benzodioates by regioselective [3+3] cyclocondensations of 1,3-bis(silyloxy)-1,3-butadienes with 3-alkoxy- and 3-silyloxy-2-alkoxycarbonyl-2-en-1-ones

1-Hydroxy-3,5-dimethyl-2,4-benzodioates (4-hydroxyisophthalates) were prepared by [3+3] cyclocondensation of 1,3-bis(silyloxy)-1,3-butadienes with 3-ethoxycarbonyl-4-trimethylsilyloxy-3-penten-2-one which is synthesized from (symmetrical) ethyl 2-acetylacetoacetate. The [3+3] cyclization of 1,3-bis(silyloxy)-1,3-butadienes with 3-alkoxy-2-alkoxycarbonyl-2-en-1-ones, readily available by reaction of β-ketoesters with trialkyl orthoformiates, provide a convenient and regioselective approach to a great variety of 3-substituted 1-hydroxy-2,4-benzodioates that are not readily available by other methods.

USE OF PYRAZOLO [3,4-b] PYRIDINE AS CYCLIN DEPENDANT KINASE INHIBITORS

Compounds of the formula and pharmaceutically acceptable salts thereof for use as inhibitors of cyclin dependent kinases, wherein: X is O, S(O)m; Y is alkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, cycloalkyl, cycloalkylalkyl, heterocycloalkyl, heterocycloalkylalkyl; R1 is hydrogen or lower alkyl; R2 is alkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, cycloalkyl, cycloalkylalkyl, heterocycloalkyl, heterocycloalkylalkyl, -O-alkyl, -O-aryl, -NR4R5; R3 is hydrogen or lower alkyl; R4 is hydrogen, alkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, cycloalkyl, cycloalkylalkyl, heterocycloalkyl, heterocycloalkylalkyl, -O-alkyl, -O-aryl; R5 is hydrogen, alkyl, aryl, alkylaryl, heteroaryl, alkylheteroaryl, cycloalkyl, alkylcycloalkyl, heterocycloalkyl, alkylheterocycloalkyl, -O-alkyl, -O-aryl; and m is 0, 1 or 2. The compounds of formula I are protein kinase inhibitors and are useful in the treatment and prevention of proliferative diseases, for example, cancer, inflammation and arthritis. They may also be useful in the treatment of neurodegenerative diseases such as Alzheimer's disease, cardiovascular diseases, viral diseases and fungal diseases.