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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 11, Number 2
BKCSDE 11(2)
February 20, 1990 

Solvolyses of t-Butyl Halides in Binary Mixtures of Methanol with 1,2-Dimethoxyethane, 1,2-Dichloroethane and Pyridine
Yeol Sakong, Shi Choon Kim, Jin Sung Kim, Ikchoon Lee
The Gutmann acceptor number(AN), solvatochromic parameters (α, β and π*) and hydrogen bonding equilibrium constants (KHB) were determined for three binary systems of methanol with 1,2-dimethoxyethane(DME), 1,2-dichloroethane(DCE) and pyridine (PYD). The solvolysis rate constants of t-butyl chloride, bromide and iodide were also determined in the three binary systems. Solvent properties and solvolysis rates have been discussed in the light of various solvent parameters. Solvolysis of t-butyl halides are most conveniently explained by the two-stage mechanism involving ion-pair intermediate with the ion-pair formation for chloride and ion pair dissociation for iodide as rate limiting.
99 - 105
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