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Effects of Tetraalkylammonium Salts on Alkaline Hydrolysis of N-(2-Methoxyphenyl) Phthalimide
Sim Yoke Leng1, M. Niyaz Khan2, Azhar Ariffin3.
The effects of the concentrations of Me₄NCI, Pr₄NCl, Bu₄NCl, Me₄NBr, Pr₄NBr and Bu₄NBr on the rate of alkaline hydrolysis of N-(2-methoxyphenyl)phthalimide (N-2MPhPT) at 35°C and in H₂0 solvent containing 2 % (v/v) CH₃CN reveal the formation of ion-pair complexes between solvent - separated loose ion-pair forms ($M^n^+$ ⋯ $X^k^-$) and N-2MPhPT. The bulky hydrophobic tails of tetraalkylammonium salts and their halide anions inhibit the reaction by blocking the OH⻠nucleophilic attack on the reactive site of N-2MPhPT. Among all the quaternary ammonium salts, Me₄NCI showed slight inhibition only because of the shielding effect created by the methyl group is very small. However, Bu₄NBr presents the greatest inhibition on hydrolysis rate because of its strong binding affmity with N-2MPhPT.
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Indexation |
Indexed by |
MyJurnal (2019) |
H-Index
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0 |
Immediacy Index
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0.000 |
Rank |
0 |
Indexed by |
Scopus (SCImago Journal Rankings 2016) |
Impact Factor
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- |
Rank |
Q4 (Multidisciplinary) |
Additional Information |
0.108 (SJR) |
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