154471-94-0

Basic information

• Product Name: Pyridine, 1,4-dihydro-3-methyl-1-(phenylmethyl)-
• CAS NO: 154471-94-0
• Molecular Formula: C13H15N
• Molecular Weight: 185.269
• Mol File: 154471-94-0.mol

Chemical Properties

• CAS DataBase Reference: Pyridine, 1,4-dihydro-3-methyl-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 1,4-dihydro-3-methyl-1-(phenylmethyl)-(154471-94-0)
• EPA Substance Registry System: Pyridine, 1,4-dihydro-3-methyl-1-(phenylmethyl)-(154471-94-0)

Safety Data

• Hazardous Substances Data: 154471-94-0(Hazardous Substances Data)

Upstream product

• 16183-86-1 1-benzyl-3-methyl-pyridinium 
• 58416-59-4 1-benzyl-3-methylpyridin-1-ium bromide 
• 40240-24-2 1-benzyl-5-methyl-1,2,3,6-tetrahydropyridine 
• 162465-70-5 1-benzyl-4-methoxy-3-methyl-1,4,5,6-tetrahydropyridine 
• 212008-99-6 1-benzyl-3-methyl-1,2,5,6-tetrahydropyridine N-oxide 

Downstream Products

• 4217-54-3 9,10-dihydro-10-methylacridine 
• 16183-86-1 1-benzyl-3-methyl-pyridinium 
• 71897-23-9 C₁₃H₁₄N⁽¹⁺⁾*ClO₄^(1-) 

Relevant articles and documents

Thermodynamic and kinetic hydricity of ruthenium(II) hydride complexes

Despite the fundamental importance of the hydricity of a transition metal hydride (δG°H-(MH) for the reaction M-H → M+ + H-) in a range of reactions important in catalysis and solar energy storage, ours (J. Am. Chem. Soc.2009, 131, 2794) are the only values reported for water solvent, and there has been no basis for comparison of these with the wider range already determined for acetonitrile solvent, in particular. Accordingly, we have used a variety of approaches to determine hydricity values in acetonitrile of Ru(II) hydride complexes previously studied in water. For [Ru(ν6-C6Me6)(bpy)H] + (bpy = 2,2′-bipyridine), we used a thermodynamic cycle based on evaluation of the acidity of [Ru(ν6-C6Me 6)(bpy)H]+ pKa = 22.5 ± 0.1 and the [Ru(ν6-C6Me6)(bpy)(NCCH3) 1/0]2+/0 electrochemical potential (-1.22 V vs Fc +/Fc). For [Ru(tpy)(bpy)H]+ (tpy = 2,2′:6′, 2″-terpyridine) we utilized organic hydride ion acceptors (A+) of characterized hydricity derived from imidazolium cations and pyridinium cations, and determined K for the hydride transfer reaction, S + MH+ + A+ → M(S)2+ + AH (S = CD3CN, MH + = [Ru(tpy)(bpy)H]+), by 1H NMR measurements. Equilibration of initially 7 mM solutions was slow-on the time scale of a day or more. When E°(H+/H-) is taken as 79.6 kcal/mol vs Fc+/Fc as a reference, the hydricities of [Ru(ν6-C 6Me6)(bpy)H]+ and [Ru(tpy)(bpy)H]+ were estimated as 54 ± 2 and 39 ± 3 kcal/mol, respectively, in acetonitrile to be compared with the values 31 and 22 kcal/mol, respectively, found for aqueous media. The pKa estimated for [Ru(tpy)(bpy)H] + in acetonitrile is 32 ± 3. UV-vis spectroscopic studies of [Ru(ν6-C6Me6)(bpy)]0 and [Ru(tpy)(bpy)]0 indicate that they contain reduced bpy and tpy ligands, respectively. These conclusions are supported by DFT electronic structure results. Comparison of the hydricity values for acetonitrile and water reveals a flattening or compression of the hydricity range upon transferring the hydride complexes to water.

3-Alkyl-1,6-dihydropyridines from 3-alkyl 5,6-dihydro-pyridinium salts. Implications in the biosynthesis of some macrocyclic marine alkaloids

Additions of salts 1 and dihydropyridines 2 in an intramolecular manner have been involved in the biosynthesis of some macrocyclic alkaloids such as manzamines, sarain A and halicyclamine A, recently isolated from sponges. We report conditions for the dep

1,4-Dihydropyridines from Dithionite Reduction of Pyridinium Salts without Electron-Withdrawing Groups as Substituents

Conditions have been established for the sodium dithionite (Na2S2O4) reduction of pyridinium salts 1 lacking electron-withdrawing substituents to their corresponding 1,4-dihydropyridines (1,4-DHPs) 2, a reaction which was previously reported to fail.The i