103519-90-0

Basic information

• Product Name: 2-Propenoic acid, 3-(4-bromophenyl)-2-methyl-, ethyl ester, (E)-
• CAS NO: 103519-90-0
• Molecular Formula: C12H13BrO2
• Molecular Weight: 269.138
• Mol File: 103519-90-0.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 3-(4-bromophenyl)-2-methyl-, ethyl ester, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-(4-bromophenyl)-2-methyl-, ethyl ester, (E)-(103519-90-0)
• EPA Substance Registry System: 2-Propenoic acid, 3-(4-bromophenyl)-2-methyl-, ethyl ester, (E)-(103519-90-0)

Safety Data

• Hazardous Substances Data: 103519-90-0(Hazardous Substances Data)

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 535-11-5 Ethyl 2-bromopropionate 
• 3699-66-9 ethyl 2-diethoxyphosphorylpropionate 
• 21382-82-1 (carbethoxyethylidene)triphenylphosphorane 

Downstream Products

• 1285505-93-2 N-[(E)-3-(4-bromo-phenyl)-2-methyl-acryloyl]-guanidine 
• 66735-14-6 (E)-3-(4-bromophenyl)-2-methylacrylic acid 
• 1285505-56-7 N-[(E)-3-(4-furan-3-yl-phenyl)-2-methyl-acryloyl]-guanidine 

Relevant articles and documents

Stereo- and chemoselective cross-coupling between two electron-deficient acrylates: An efficient route to (Z, E)-muconate derivatives

A Ru-catalyzed direct oxidative cross-coupling reaction of acrylates was developed. It offers a straightforward and atom-economical protocol for the synthesis of functionalized (Z,E)-muconate derivatives in moderate to good yields with good stereo- and chemoselectivities. The conjugated muconates bearing differentiable terminal functionality can be selectively transformed into versatile synthetic intermediates widely used in organic synthesis.

Asymmetric Nazarov Cyclizations of Unactivated Dienones by Hydrogen-Bond-Donor/Lewis Acid Co–Catalyzed, Enantioselective Proton-Transfer

We report an enantioselective Nazarov cyclization catalyzed by chiral hydrogen-bond-donors in concert with silyl Lewis acids. The developed transformation provides access to tri-substituted cyclopentenones in high levels of enantioselectivity (up to 95% e.e.) from a variety of simple unactivated dienones. Kinetic and mechanistic studies are consistent with a reversible 4π-electrocyclization C?C bond-forming step followed by rate- and enantio-determining proton-transfer as the mode of catalysis. (Figure presented.).

Polyethyleneimine-Supported Triphenylphosphine and Its Use as a Highly Loaded Bifunctional Polymeric Reagent in Chromatography-Free One-Pot Wittig Reactions

A polyethyleneimine-supported triphenylphosphine reagent has been synthesized and used as a highly loaded bifunctional homogeneous reagent in a range of one-pot Wittig reactions that afforded high yields of the desired products after simple purification procedures. The approach also served efficiently in tandem reaction sequences involving a one-pot Wittig reaction followed by conjugate reduction of the newly formed alkene product in situ. In these transformations, the phosphine oxide groups generated in the Wittig reaction served as the catalyst for activating trichlorosilane in the subsequent reduction reaction.