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The photolysis of chloranil in alcohols

✍ Scribed by Michael H. Fisch; William M. Hemmerlin

Publisher
Elsevier Science
Year
1972
Tongue
French
Weight
195 KB
Volume
13
Category
Article
ISSN
0040-4039

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✦ Synopsis

It has been reported (without yields) that the sunlight photolysis of chloranil1 in absolute ethanol produces tetrachlorohydroquinone 2 and trichlorohydroxy-P-bennzoquinone 2.l This finding was of interest to us in the context of our studies on dipolar state intermediates in dienones. However, the term "absolute" is a relative one when applied to ethanol since sufficient water is present for direct displacement on the quinone nucleus in a non-photochemical process. In addition, chloranil normally contains trichlorohydroxy-p-bensoquinone as an impurity (approximately 0.25%). 3 Hence, we undertook to verify the photochemical displacement of chlorine

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