83824-39-9

Basic information

• Product Name: 1-Benzyl-1,4-dihydro-pyridine-3-carboxylic acid amide; compound with 2,3,5,6-tetrachloro-[1,4]benzoquinone
• CAS NO: 83824-39-9
• Molecular Weight: 460.144
• Mol File: 83824-39-9.mol

Chemical Properties

• CAS DataBase Reference: 1-Benzyl-1,4-dihydro-pyridine-3-carboxylic acid amide; compound with 2,3,5,6-tetrachloro-[1,4]benzoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyl-1,4-dihydro-pyridine-3-carboxylic acid amide; compound with 2,3,5,6-tetrachloro-[1,4]benzoquinone(83824-39-9)
• EPA Substance Registry System: 1-Benzyl-1,4-dihydro-pyridine-3-carboxylic acid amide; compound with 2,3,5,6-tetrachloro-[1,4]benzoquinone(83824-39-9)

Safety Data

• Hazardous Substances Data: 83824-39-9(Hazardous Substances Data)

Upstream product

• 952-92-1 1-Benzyl-1,4-dihydronicotinamide 
• 118-75-2 chloranil 

Relevant articles and documents

A CHARGE-TRANSFER COMPLEX AS AN INTERMEDIATE IN THE REDUCTION OF CHLORANIL BY A NADH MODEL COMPOUND

A 1 : 1 charge-transfer (CT) complex between 1-benzyl-1,4-dihydronicotinamide (Bz1NH) and chloranil was isolated from a benzene solution of these reactants (hνCT = 1.70 eV, λmax = 730 nm).The transient CT band was observed also in the hydride transfer from Bz1NH to chloranil in MeCN.The decay of the CT band coincided with the formation of the product, tetrachlorohydroquinone anion.

Mechanism of Hydride Transfer from an NADH Model Compound to p-Benzoquinone Derivatives

Charge-transfer (CT) complexes formed between an NADH model compound, 1-benzyl-1,4-dihydronicotinamide (BNAH), and a series of p-benzoquinone derivatives Q were isolated from benzene solutions of these reactants.Some isolated CT complexes exhibited long-wavelength absorption maxima in the range 670-735 nm, depending on the electron-acceptor ability of the quinone derivatives.Transient CT bands equivalent to the CT bands of the isolated complexes were observed also in the course of the hydride-transfer reactions from BNAH to Q in acetonitrile, suggesting that the CTcomplexes are intermediates for the hydride-transfer reactions.The rate constants k for the hydride-transfer reactions vary significantly with the redox potentials E0(Q/Q-*) of p-benzoquinone derivatives and span a range of more than 1E11.The primary kinetic isotope effects kH/kD also show a large variation in the range 1.5-6.2, and a bell-shaped dependence of the kH/kD values on the E0(Q/Q-*) values has been obtainded with a clear "Westheimer maximium".Quantitative analyses for these correlations of the rate constants and the isotope effects with the redox potentials of p-benzoquinone derivatives have been presented on the basis of a sequential electron-proton-electron transfer mechanism where the radical ion pair formed by the first electron transfer from BNAH to Q in the CT complex is considered to be closer to a "transition state" than an "intermediate" for most p-benzoquinone derivatives used in this study.