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Photochemistry of 2-(Trifluoromethyl) cyclohexanone

✍ Scribed by Christoph Semisch; Paul Margaretha

Publisher
John Wiley and Sons
Year
1984
Tongue
German
Weight
226 KB
Volume
67
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The photochemical behaviour of the title compound 1a is compared to that of the non‐fluorinated parent ketone 2‐methylcyclohexanone (1b). Substitution of the CH~3~‐ group on C(2) by a trifluoromethyl group strongly enhances 2H‐ and RH‐ reduction product formation in cyclohexane or 2‐propanol and oxetane formation in the presence of 2‐methylpropene as olefinic component. Under all these conditions 1b exclusively undergoes a‐cleavage, a process observed for 1a only in non‐reducing solvents as benzene or tert‐butyl alcohol.

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