82475-76-1

Basic information

• Product Name: (E)-3-(2,4-dichlorophenyl)acrylic methyl ester
• Synonyms: (E)-3-(2,4-dichlorophenyl)acrylic methyl ester
• CAS NO: 82475-76-1
• Molecular Weight: 231.078
• Mol File: 82475-76-1.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (E)-3-(2,4-dichlorophenyl)acrylic methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-(2,4-dichlorophenyl)acrylic methyl ester(82475-76-1)
• EPA Substance Registry System: (E)-3-(2,4-dichlorophenyl)acrylic methyl ester(82475-76-1)

Safety Data

• Hazardous Substances Data: 82475-76-1(Hazardous Substances Data)

Usage

General Description

(E)-3-(2,4-dichlorophenyl)acrylic methyl ester is a chemical compound with the chemical formula C11H9Cl2O2. (E)-3-(2,4-dichlorophenyl)acrylic methyl ester is a methyl ester derivative of (E)-3-(2,4-dichlorophenyl)acrylic acid, and it is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is a yellow liquid with a molecular weight of 239.1 g/mol and is typically produced through the reaction of (E)-3-(2,4-dichlorophenyl)acrylic acid with methanol in the presence of an acid catalyst. (E)-3-(2,4-dichlorophenyl)acrylic methyl ester is used in various industries for its versatile reactivity and potential applications in organic synthesis.

Upstream product

• 1201-99-6 trans-2,4-dichlorocinnamic acid 
• 74-88-4 methyl iodide 
• 29898-32-6 2,4-dichloro-1-iodo-benzene 
• 292638-85-8 acrylic acid methyl ester 
• 5927-18-4 trimethyl phosphonoacetate 
• 874-42-0 2,4-dichlorobenzaldeyhde 
• 90263-49-3 6-chloro-3,4-(methylenedioxy)cinnamic acid 2,4-dichlorocinnamic acid 2:1 complex 
• 157-22-2 diazirine 
• 186581-53-3 diazomethane 

Downstream Products

• 1048340-02-8 3-(2,4-dichloro-phenyl)-propionic acid methyl ester 
• 55144-92-8 3-(2,4-dichlorophenyl)propionic acid 
• 521098-40-8 (S)-3-(2,4-dichlorophenyl)-2-methylpropanoic acid 
• 521098-39-5 (R)-3-(2,4-dichlorophenyl)-2-methylpropanoic acid 
• 1435943-15-9 C₂₀H₁₅Cl₂NO₄ 
• 1346682-13-0 (E)-1-(3-bromoprop-1-enyl)-2,4-dichlorobenzene 
• 148775-23-9 (2E)-3-(2,4-dichlorophenyl)prop-2-en-1-ol 
• 1613513-63-5 (E)-N-(1-(3-(2,4-Dichlorophenyl)acryloyl)piperidin-4-yl)-4-(1H-1,2,3-triazol-4-yl)butanamide 
• 1613513-64-6 (E)-(4-(4-((1-(3-(2,4-dichlorophenyl)acryloyl)piperidin-4-yl)amino)-4-oxobutyl)-1H-1,2,3-triazol-1-yl)methyl pivalate 
• 1201-99-6 trans-2,4-dichlorocinnamic acid 

Relevant articles and documents

Palladium-melamine complex anchored on magnetic nanoparticles: A novel promoter for C-C cross coupling reaction

A palladium-melamine complex deposited on Fe3O4@SiO2 nanoparticles (MNPs-Mel-Pd) was considered as an effective catalyst for C-C cross-coupling (Mirozoki-Heck) reaction. Surface and magnetic properties of the prepared core-shell hybrid nanocatalyst was characterized using Fourier transform infrared spectroscopy, X-ray diffraction, thermogravimetric analysis, energy-dispersive X-ray, vibrating sample magnetometry, transmission and scanning electron microscopy techniques and ICP/OES analysis. It was found that the heterogeneous nanocatalyst could be recovered simply and reused numerous times without loss of its catalytic activity. The advantages of this new methodology are: isolation of highly pure products without chromatography techniques, reusability of the catalyst using a magnet, easy workup procedure and negligible leaching of palladium.

Discovery of novel piperonyl derivatives as diapophytoene desaturase inhibitors for the treatment of methicillin-, vancomycin- and linezolid-resistant Staphylococcus aureus infections

Inhibition of S. aureus diapophytoene desaturase (CrtN) could serve as an alternative approach for addressing the tricky antibiotic resistance by blocking the biosynthesis of carotenoid pigment which shields the bacterium from host oxidant killing. In this study, we designed and synthesized 44 derivatives with piperonyl scaffold targeting CrtN and the structure-activity relationships (SARs) were examined extensively to bring out the discovery of 21b with potent efficacy and better hERG safety profile compared to the first class CrtN inhibitor benzocycloalkane derivative 2. Except the excellent pigment inhibitory activity against wild-type S. aureus, 21b also showed excellent pigment inhibition against four pigmented MRSA strains. In addition, H2O2 killing and human whole blood killing assays proved 21b could sensitize S. aureus to be killed under oxidative stress conditions. Notably, the murine study in vivo validated the efficacy of 21b against pigmented S. aureus Newman, vancomycin-intermediate S. aureus Mu50 and linezolid-resistant S. aureus NRS271.

Efficient enantioselective synthesis of dihydropyrans using a chiral N, N ′-dioxide as organocatalyst

The bifunctional organocatalyst C3 N,N′-dioxide has been successfully applied to the asymmetric cascade Michael/hemiacetalization reaction of α-substituted cyano ketones and β,γ-unsaturated α-ketoesters for the synthesis of multifunctionalized chiral dihydropyrans. The corresponding products were obtained in excellent yields (up to 99%) with high to excellent enantioselectivities (up to 99% ee).