52728-09-3

Basic information

• Product Name: Benzenemethanamine, N,N-dimethyl-2-(2-phenylethenyl)-, (E)-
• CAS NO: 52728-09-3
• Molecular Formula: C17H19N
• Molecular Weight: 237.345
• Mol File: 52728-09-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, N,N-dimethyl-2-(2-phenylethenyl)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, N,N-dimethyl-2-(2-phenylethenyl)-, (E)-(52728-09-3)
• EPA Substance Registry System: Benzenemethanamine, N,N-dimethyl-2-(2-phenylethenyl)-, (E)-(52728-09-3)

Safety Data

• Hazardous Substances Data: 52728-09-3(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 103-83-3 N,N'-dimethylbenzylamine 
• 588-72-7 [(E)-2-bromoethenyl]benzene 

Relevant articles and documents

Indirect ortho functionalization of substituted toluenes through ortho olefination of N,N-dimethylbenzylamines tuned by the acidity of reaction conditions

Highly regioselective olefination of substituted N,N-dimethylbenzylamines was developed by tuning the acidity of reaction conditions based on analysis of their features. The ortho-functionalized N,N-dimethylbenzylamines were further transformed into 3-(2′

Kinetics and Mechanism of Vinylation of ortho-Palladated NN-Dialkylbenzylamines by para-Substituted Styrenes

The kinetics of vinylation of ortho-palladated NN-dialkylbenzylamines (1a-g) by CH2=CHC6H4R3-p (R3=H,Cl, Br, Me, and MeO) to form the respective 2-dialkylaminomethylstilbenes (2) has been studied mainly at 30 deg C in acetic acid solvent.The reaction follows second-order kinetics: d/dt=k2.The rate constants k2 increase markedly in the presence of both alkali-metal perchlorates (MClO4) and small concentrations of perchloric acid, k2 being directly proportional to .It is shown that the salt effect originates from the solvolytic reaction MClO4 + HOAc MOAc + HClO4.Conversion of dimer (1a) into the respective monomer (3) stops the reaction, but the latter species readily forms ?-complexes with styrenes.The stability constants of 1:1 ?-complexes have been determined and their Hammett correlation with a slope of -1.87 is established.For a series of substituted styrenes lgk2 is the linear function of Hammett ?p values with a slope of ca. -1.For a series of ring-substituted complexes (1) lgk2 correlates with the pKa of the parent benzylamines with a slope of 0.98.The results are interpreted in terms of a mechanism involving intermediate protonation of (1), ?-co-ordination of alkene, and subsequent rate-determining intramolecular insertion of styrene into a Pd-C bond through a four-centred transition state.