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Chlorinated Long-Chain Fatty Acids — Their Properties and Reactions XI: Kinetics and Mechanisms of Base-Catalysed Dehydrochlorination of Sodium 9,10,12,13,15,16-Hexachlorooctadecanoate

✍ Scribed by Ketola, M. R.


Publisher
John Wiley and Sons
Year
1981
Weight
850 KB
Volume
83
Category
Article
ISSN
0931-5985

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✦ Synopsis


Abstract

The base‐catalysed dechlorination reaction of sodium 9,10,12, 13,15,16‐hexachlorooctadecanoate in aqueous ethylene glycol solutions has been studied. The kinetic and spectroscopic results obtained revealed that the dehydrochlorination reaction involves four successive steps. The first step includes almost simultaneous removal of three chlorine atoms as hydrogen chloride, one chlorine atom from each one of three vicinal dichloride groupings, after which the three remaining chlorines are released consecutively. The rate coefficients for the first and fourth (last) reaction steps were determined and the rate ratio at 363 K (90°C) was found to be about 500. The possible reaction pathways are discussed.