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Kinetics and Mechanism of the Hydrolysis of 1-Halo-3-Phenyl-1,2-Propadienes
Kinetics and Mechanism of the Hydrolysis of 1-Halo-3-Phenyl-1,2-Propadienes
Journal of the Korean Chemical Society. 1997. Jul, 41(7): 351-356
  • Published : July 00, 1997
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Lee, Kang Ryul
Yoo, Hil Ra
Jung, In Chan
Huh, Tae Sung

Abstract
Extended Huckel Molecular Orbital (EHMO) calculations of haloallene (1-halo-3-phenyl-1,2-propadiene) derivatives have been performed. From the MO calculation data and kinetic experimental results, the mechanism for the hydrolysis of haloallenes is proposed.; Below pH 8.0, the hydrolysis proceeds through a solvent assisted $S_N1$ mechanism involving the formation of carbonium ion �� as intermediate. However above pH 9.5, the hydrolysis proceeds through an $S_N2'$ mechanism via transition state ��.?????????????????? 6??��???????5???????