Addition of hydrogen chloride to 1,2,3‐pentatriene
作者： D. Mirejovsky , J.F. Arens , W. Drenth
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摘要: The addition of HCl to 1,2,3-pentatriene has been studied in 95 vol. % aqueous ethanol containing 4−10 mol/1 HCl. reaction involves rate-determining proton attack at the terminal methylene group with formation 1,2- and 1,4-adducts. Subsequently, 1,2-adduct is converted into a di-adduct. shows pseudo-first-order kinetics. Log k1 linear H0 slope equal −1.18 ± 0.01. average value kinetic isotope effect kH/kD 1.7. A change nucleophile (ClO4−, SO24−, Br−) does not affect rate. two-step process carbocation intermediate. In all probability, alcohol water are covalently present transition state step.
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