134294-33-0

Basic information

• Product Name: 2-Propenoic acid, 2-(bromomethyl)-3-(4-chlorophenyl)-, ethyl ester, (2Z)-
• CAS NO: 134294-33-0
• Molecular Formula: C12H12BrClO2
• Molecular Weight: 303.583
• Mol File: 134294-33-0.mol

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 2-(bromomethyl)-3-(4-chlorophenyl)-, ethyl ester, (2Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 2-(bromomethyl)-3-(4-chlorophenyl)-, ethyl ester, (2Z)-(134294-33-0)
• EPA Substance Registry System: 2-Propenoic acid, 2-(bromomethyl)-3-(4-chlorophenyl)-, ethyl ester, (2Z)-(134294-33-0)

Safety Data

• Hazardous Substances Data: 134294-33-0(Hazardous Substances Data)

Upstream product

• 147849-98-7 ethyl 2-((4-chlorophenyl)(hydroxy)methyl)acrylate 
• 104-88-1 4-chlorobenzaldehyde 
• 140-88-5 ethyl acrylate 

Downstream Products

• 134642-30-1 3-(4-chlorobenzylidene)-5,5-diphenyltetrahydrofuran-2-one 
• 134642-29-8 3-methylene-4-(4-chlorophenyl)-5,5-diphenyltetrahydrofuran-2-one 
• 1361200-80-7 ethyl 2-[(S)-(4-chlorophenyl){[(R)-1-(4-methoxyphenyl)ethyl]amino}methyl]acrylate 
• 1361200-82-9 ethyl 2-[(R)-(4-chlorophenyl){[(R)-1-(4-methoxyphenyl)ethyl]amino}methyl]acrylate 
• 1361200-81-8 ethyl 2-[(S)-(4-chlorophenyl){[(S)-1-(4-methoxyphenyl)ethyl]amino}methyl]acrylate 
• 1361200-79-4 ethyl 2-[(R)-(4-chlorophenyl){[(S)-1-(4-methoxyphenyl)ethyl]amino}methyl]acrylate 
• 1012052-17-3 ethyl (R)-2-{[(tert-butoxycarbonyl)amino](4-chlorophenyl)methyl}acrylate 
• 1527470-73-0 (Z)-ethyl 2-((4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)methyl)-3-(4-chlorophenyl)acrylate 
• 1415645-95-2 ethyl (E)-3-(4-chlorophenyl)-2-((5-oxo-4-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-tetrazol-1-yl)methyl)acrylate 
• 1415645-93-0 ethyl (E)-3-(4-chlorophenyl)-2-((4-(4-methoxyphenyl)-5-oxo-4,5-dihydro-1H-tetrazol-1-yl)methyl)acrylate 
• 1415645-94-1 ethyl (E)-3-(4-chlorophenyl)-2-((5-oxo-4-phenyl-4,5-dihydro-1H-tetrazol-1-yl)methyl)acrylate 

Relevant articles and documents

A rapid and efficient stereoselective synthesis of (Z)- and (E)-allyl bromides from Baylis-Hillman adducts using bromo(dimethyl)sulfonium bromide

Treatment of Baylis-Hillman adducts 1 with bromo(dimethyl)sulfonium bromide, Br(Me2)S+Br-, in MeCN was found to stereoselectively afford (Z)- and (E)-allyl bromides 2. The reaction is rapid at room temperature, high-yieldi

Synthesis of 1-benzhydryl piperazine derivatives and evaluation of their ACE inhibition and antimicrobial activities

This study presents the synthesis of 14 new 1,4-disubstituted piperazine derivatives from allyl bromides of Baylis-Hillman adduct and 4,4-disubstituted benzhydryl piperazines. All the synthesized compounds were further screened for in vitro ACE inhibitor and antimicrobial activities. Among the synthesized piperazine derivatives, compound 12h showed moderate ACE inhibitor activity as compared to the standard, angiotensin-converting enzyme inhibitor (Sigma). The kinetic data (K m, K i and V max values) of enzyme inhibition for compound 12h and ACE inhibitor standard were also determined. Similarly, all compounds were screened against different bacterial strains. Compounds 12a, 12b, 12d, 12h and 12i showed excellent to moderate activity against various tested bacterial strains. Compounds 12b and 12i showed broad spectrum of antibacterial activity against Pseudomonas aeruginosa, Staphylococcus aureus, S. aureus MLS 16, Escherichia coli, Bacillus subtilis and Klebsiella planticola, while compounds 12a, 12d and 12i showed promising activity against P. aeruginosa (MIC value of 8.96 μM), S. aureus (MIC value of 42.2 μM) and S. aureus MLS 16 (MIC value of 81.3 μM), respectively. The remaining compounds showed activity at a concentration of >491 μM.

A facile route for the synthesis 1,4-disubstituted tetrazolone derivatives and evaluation of their antimicrobial activity

A facile route for the synthesis of 20 new 1,4-disubstituted tetrazolone derivatives from allyl bromides of Baylis-Hillman adducts and various 1-substituted tetrazolones is described. All the synthesized compounds were screened for in vitro antibacterial

Synthesis of enantiomerically pure 3-amino-2-methylenealkanoates (Aza-Morita-Baylis-Hillman adducts) mediated by cinchona alkaloids

3-Substituted (Z)-2-(bromomethyl)propenoates reacted with (S)-1-(4-methoxyphenyl)ethylamine in the presence of astoichiometric amount of quinidine to yield (R)-3-[(tert-butoxycarbonyl)amino]-2-methylenealkanoates (aza-Morita-Baylis-Hillman adducts) in ena

Expedient synthesis of β,β-disubstituted α- methylenepropionates

Baylis-Hillman alcohols are excellent sources of the allylic halides ArCHCH(CH2X)(CO2R) (X=Br, Cl; R1=Me, Et, But). The Z double bond isomers are attained in high isomeric purity (>14:1, Z/E). The halides are ch

A simple and facile stereoselective synthesis of (Z)- and (E)-allyl halides catalyzed by silica supported sodium hydrogen sulfate: Factors influencing the yields and stereochemistry of allyl halides

A simple, mild and efficient stereoselective synthesis of (Z)- and (E)-allyl bromides and iodides has been developed by treatment of the Baylis-Hillman adducts with lithium bromide and iodide, respectively, in methylene chloride catalyzed by silica suppor

Asymmetric chemo- and regiospecific addition of organozinc reagents to Baylis-Hillman derived allylic electrophiles

The copper-catalysed S(N)2' addition of ZnR2 to allylic (Z)-ArCH=C(CH2X)(CO2Et) (X = Br, Cl, OSO2Me) fashions only ArCH(R)C(=CH2)(CO2Et); use of a chiral ligand gives up to 64% ee for this