54318-86-4

Basic information

• Product Name: methyl (2E)-2-(4-bromophenyl)-3-phenylprop-2-enoate
• Synonyms: methyl (2E)-2-(4-bromophenyl)-3-phenylprop-2-enoate
• CAS NO: 54318-86-4
• Molecular Weight: 317.182
• Mol File: 54318-86-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl (2E)-2-(4-bromophenyl)-3-phenylprop-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2E)-2-(4-bromophenyl)-3-phenylprop-2-enoate(54318-86-4)
• EPA Substance Registry System: methyl (2E)-2-(4-bromophenyl)-3-phenylprop-2-enoate(54318-86-4)

Safety Data

• Hazardous Substances Data: 54318-86-4(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 264881-99-4 methyl 2-(4-bromophenyl)-2-diazoacetate 
• 127709-20-0 α-hydroxy-(p-bromophenyl)-acetic acid methyl ester 
• 1122-91-4 4-bromo-benzaldehyde 
• 58289-69-3 2-(4-bromophenyl)-2-hydroxyacetonitrile 
• 100-51-6 benzyl alcohol 
• 57699-28-2 methyl 4-bromophenylglyoxalate 
• 106-37-6 1.4-dibromobenzene 
• 1299472-10-8 (2Z,2'Z)-dimethyl 2,2'-(dineophylstannanediyl)bis(3-phenylacrylate) 

Relevant articles and documents

P(NMe2)3-Mediated Umpolung Alkylation and Nonylidic Olefination of α-Keto Esters

A commercial phosphorus-based reagent (P(NMe2)3) mediates umpolung alkylation of methyl aroylformates with benzylic and allylic bromides, leading to either Barbier-type addition or ylide-free olefination products upon workup. The reaction sequence is initiated by a two-electron redox addition of the tricoordinate phosphorus reagent with an α-keto ester compound (Kukhtin-Ramirez addition). A mechanistic rationale is offered for the chemoselectivity upon which the success of this nonmetal mediated C-C bond forming strategy is based.

Palladium-catalyzed cross coupling reaction of benzyl bromides with diazoesters for stereoselective synthesis of (E)-α,β-diarylacrylates

(Chemical Equation Presented) A Pd-catalyzed cross-coupling reaction of benzyl bromides with α-aryldiazoesters is described, and E-α,β-diarylacrylates were obtained in good yields and excellent E-to-Z selectivity (>20:1).