80937-23-1

Basic information

• Product Name: (E)-Ethyl 4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoate
• Synonyms: (E)ETHYL 4-(3,4-DIMETHOXYPHENYL)-4-OXO-2-BUTENOATE;VAC;Ethyl 4-(3,4-dimethoxyphenyl)-4-oxycrotonate;4-(3,4-dimethoxyphenyl)-4-oxocrotonic acid;(E)4-(3,4-dimethyoxyphenyl)-4-oxo-2-butenoate;(E)Ethyl 4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoate (VAC);(E)-ethyl 4-(3,4-dimethoxyphenyl)-4-oxobut-2-enoate;(E)Ethyl4-(3,4-dimethoxyphenyl
• CAS NO: 80937-23-1
• Molecular Formula: C₁₂H₁₂O₅
• Molecular Weight: 264.27
• EINECS: 279-631-0
• Product Categories: Industrial/Fine Chemicals
• Mol File: 80937-23-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 87.0-91.0℃
• Boiling Point: 422.1 °C at 760 mmHg
• Flash Point: 164.1 °C
• Appearance: /
• Density: 1.241 g/cm³
• Vapor Pressure: 2.16E-06mmHg at 25°C
• Refractive Index: 1.515
• PKA: 3.18±0.10(Predicted)
• CAS DataBase Reference: (E)-Ethyl 4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-Ethyl 4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoate(80937-23-1)
• EPA Substance Registry System: (E)-Ethyl 4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoate(80937-23-1)

Safety Data

• Hazardous Substances Data: 80937-23-1(Hazardous Substances Data)

Usage

General Description

(E)-Ethyl 4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoate is a chemical compound with the molecular formula C13H16O5. It is a yellowish brown solid with a molecular weight of 248.26 g/mol. (E)-Ethyl 4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoate is commonly used in organic synthesis and pharmaceutical research, specifically in the development of potential drug candidates. It has been studied for its potential anti-inflammatory and anti-cancer properties. (E)-Ethyl 4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoate is also being investigated for its potential application in the development of herbicides and insecticides. Due to its diverse range of potential applications, this compound is of interest to researchers across a variety of scientific fields.

InChI:InChI=1/C14H16O5/c1-4-19-14(16)8-6-11(15)10-5-7-12(17-2)13(9-10)18-3/h5-9H,4H2,1-3H3/b8-6+

Upstream product

• 108-31-6 maleic anhydride 
• 91-16-7 1,2-dimethoxybenzene 
• 127172-22-9 1-(3,4-dimethoxyphenyl)-3-(dimethylamino)prop-2-en-1-one 
• 298-12-4 Glyoxilic acid 
• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 
• 89781-43-1 ethyl (E)-4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoate 
• 563-96-2 2,2-dihydroxyacetic acid 

Downstream Products

• 80937-21-9 (E)-methyl 4-(3,4-dimethoxyphenyl)-4-oxobut-2-enoate 
• 89781-43-1 ethyl (E)-4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoate 
• 128934-99-6 5-(3,4-dimethoxyphenyl)furan-2(5H)-one 
• 117379-60-9 (E)-4-(3,4-dimethoxyphenyl)-4-oxo-2-butenamide 
• 79841-69-3 C₁₄H₁₄O₆ 
• 117379-59-6 (E)-4-(3,4-dimethoxyphenyl)-4-oxo-2-butenohydroxamic acid 
• 117379-57-4 (E)-4-(3,4-dimethoxyphenyl)-4-hydroxy-2-butenoic acid 

Relevant articles and documents

Base-Promoted Annulative Difluoromethylenation of Enaminones with BrCF2CO2Et toward 2,2-Difluorinated 2,3-Dihydrofurans

A practical method for the synthesis of 2,2-difluorinated 2,3-dihydrofurans has been established via the [4 + 1] annulation of enaminones and BrCF2CO2Et with Na2CO3 promotion. This new protocol does not employ any transition metal reagent and enables the annulative difluoromethylation by the partial cleavage of the C═C double bond. In addition, the further treatment with hydrochloric acid in one pot leads to β-keto enoic acids (4-oxo-2-butenoic acids) via a formal enaminone C-N carboxylation.

Substituted 4-oxo-crotonic acid derivatives as a new class of protein kinase B (PknB) inhibitors: synthesis and SAR study

Protein kinase B (PknB) is an essential serine/threonine protein kinase required for Mycobacterium tuberculosis (M. tb) cell division and cell-wall biosynthesis. A high throughput screen using PknB identified a (E)-4-oxo-crotonic acid inhibitor, named YH-8, which was used as a scaffold for SAR investigations. A significant improvement in enzyme affinity was achieved. The results indicated that the α,β-unsaturated ketone scaffold and “trans-” configuration are essential for the activity against PknB. And compounds with an aryl group, especially with electron-withdrawing substituents on benzene ring, exhibited four fold potency than that of YH-8.

An efficient synthesis of β-Aroylacrylic acid ethyl ester by the Friedel-Crafts reaction in the presence of diethyl sulfate

An β-Aroylacrylic acid ethyl ester such as ethyl (E)-4-(3,4- dimethoxyphenyl)-4-oxo-2-butenoate (1) can be obtained in good yield and with excellent purity by way of the Friedel-Crafts reaction in which 1,2-dimethoxybenzene (2) is treated with maleic anhydride (3) and aluminum chloride in the presence of diethyl sulfate (4) under mild conditions. Copyright