Evaluation of ΔF*, ΔH* And ΔS* for the diazotization of <i>m</i>‐chloroaniline

Aboul‐Seoud, A.

doi:10.1002/bscb.19660750502

Cited by 3 publications

(2 citation statements)

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“…A Hammett plot for the N-nitrosation ofp-anisidine [26], rn-toluidine, p-toluidine, aniline [24], rn-chloroaniline [5], and p-chloroaniline [27], gave a straight line, from which the reaction constant, p, was found to equal -0.57.…”

Section: Table 111mentioning

confidence: 97%

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A Kinetic Study of the Diazotisation and N‐Nitrosation of The Toluidines

Aboul‐Seoud

Ahmad

1970

Bulletin des Soc Chimique

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The kinetics of the chloride-catalysed diazotisation of the toluidines were investigated. For the rate-determining stage, which is, under the present conditions. the N-nitrosation of the unprotonated amine by NOCI, the values of the specific reaction rate, the free energy of activation, AG", the enthalpy of activation, AH", the entropy of activation, ASf, and the energy of activation, E, were determined and compared. The influence of the nuclear methyl substituent, in the different positions of the benzene ring in the aniline molecule, was interpreted in terms of electrical effects.

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Section: Table 111mentioning

confidence: 97%

“…The concentrations of the amine and nitrous acid were varied, and the specific reaction rates were calculated [5].…”

Section: Experl M Entalmentioning

confidence: 99%

A Kinetic Study of the Diazotisation and N‐Nitrosation of The Toluidines

Aboul‐Seoud

Ahmad

1970

Bulletin des Soc Chimique

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The Influence of Certain Nuclear p‐Substituents on the Kinetics of N‐Nitrosation and Diazotisation of Aniline

Aboul‐Seoud

Ahmad²

1969

Bulletin des Soc Chimique

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The specific reaction rates for the chloride-catalysed diazotisation of aniline and p-toluidine were combined with equilibrium data on the proton ionisation of the anilinium and p-toluidinium ions, and on the hydrolysis of nitrosyl chloride. The specific reaction rates were calculated for the N-nitrosation of the free amines, which is the rate-determining stage in the diazotisation of the amines, under the present conditions. A G * , A H * , A S * , and E were determined for this rate-determining stage. These values were compared with the corresponding values for p-chloroaniline. The influence of the substituents on the rates of the N-nitrosation of these amines was discussed.

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