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Neighboring group participation in the pyrolysis kinetics of 4-chloro-1-butanol in the gas phase

✍ Scribed by Gabriel Chuchani; Ignacio Martin

Publisher
John Wiley and Sons
Year
1987
Tongue
English
Weight
291 KB
Volume
19
Category
Article
ISSN
0538-8066

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✦ Synopsis

The pyrolysis of 4-chloro-1-butanol has been studied in a static system, seasoned with ally1 bromide, and in the presence of the free radical suppressor toluene. The working temperature and pressure ranges were 400-450°C and 43-164 Torr, respectively. The reaction is homogeneous, unimolecular, and follows a first-order rate law. The temperature dependence of the rate coefficients is given by the following Arrhenius equation: log k , ( s -l ) = (13.34 ? 0.50) -(221.1 t 6.7) k J mol (2.303RT) *. The products tetrahydrofuran, formaldehyde, and propene, arise by the participation of the neighboring OH group in 4-chloro-1-butanol pyrolysis. The reaction is best explained in terms of an intimate ion pair type of mechanism.

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