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The reactions of tellurium tetrachloride with aliphatic monoketones

✍ Scribed by Daniel H. O'Brien; Kurt J. Irgolic; Chang-Kai Huang


Publisher
John Wiley and Sons
Year
1990
Tongue
English
Weight
666 KB
Volume
1
Category
Article
ISSN
1042-7163

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✦ Synopsis


The reactions of 13 aliphatic ketones with tellurium tetrachloride has been studied with proton, carbon-13, and tellurium-I 25 NMR. Tellurium tetrachloride adds electrophilically to the a-carbon of the enol to form ketonyl tellurium trichlorides. Unsymmetric ketones gave mixtures of isomeric ketonyl tellurium trichlorides. Steric hindrance determines which ketonyl tellurium trichlorides form-Except for the ketonyl tellurium trichloride from 2-butanone, tellurium reacts preferentially with the least substituted a-carbon. Six methyl alkyl ketones also yielded appreciable amounts of diketonyl tellurium dichlorides. In all diketonyl tellurium dichlorides, tellurium is bonded to less hindered methylene carbons.


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