Interaction of 2,3-dichloro-1,4-naphthoquinone with n-butylamine in halocarbon solvents

The rapid interaction between 2,3-dichloro-1,4-naphthoquinone (DClNQ) and n-butylamine results in the formation of 2N( n-butylamino)-3-chloro-1,4-naphthoquinone as the final product. The reaction is found to proceed through the initial formation of charge-transfer (CT) complex as an intermediate. Th...

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Bibliographic Details
Published in:Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy Molecular and biomolecular spectroscopy, 2005-06, Vol.61 (8), p.1729-1735
Main Authors: Neelgund, Gururaj M., Budni, M.L.
Format: Article
Language:English
Subjects:
2,3-Dichloro-1,4-naphthoquinone (DClNQ)
Butylamines - chemistry
Carbon - chemistry
Charge-transfer complex
Chloroform - chemistry
Electrochemistry
Kinetics
Magnetic Resonance Spectroscopy
Mass Spectrometry
Methylene Chloride - chemistry
Models, Chemical
n-Butylamine
Naphthoquinones - chemistry
Naphthoquinones - metabolism
Spectrophotometry
Spectroscopic
Spectroscopy, Fourier Transform Infrared
Temperature
Thermodynamics
Ultraviolet Rays
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Summary:The rapid interaction between 2,3-dichloro-1,4-naphthoquinone (DClNQ) and n-butylamine results in the formation of 2N( n-butylamino)-3-chloro-1,4-naphthoquinone as the final product. The reaction is found to proceed through the initial formation of charge-transfer (CT) complex as an intermediate. The final product of the reaction has been isolated and characterized using FTIR, H 1 and C 13 NMR spectroscopy, mass spectrometry, and elemental analysis. The rate of formation of product has been measured as a function of time in different halocarbon solvents, viz., chloroform, dichloromethane and 1:1 (v/v) mixture of two solvents. The pseudo first order and second order rate constants at various temperatures for the transformation process were evaluated from the absorbance time data. The activation parameters ( E a, Δ S #, Δ H #, and Δ G #) were obtained from temperature dependence of rate constants. The influence of dielectric constant on the properties of reaction was discussed and the probable course of reaction is presented.
ISSN:1386-1425
DOI:10.1016/j.saa.2004.07.003