Science of Synthesis

Tidwell, T. T., Science of Synthesis, (2006) 23, 582.

The photolysis of cycloalkanones in solution gives mixtures of ketenes, aldehydes, and other products.[‌63‌,‌66‌–‌70‌] Photolysis of cyclohexanone in water gives butylketene (‌41‌), which can be observed by UV spectroscopy for the measurement of its hydration kinetics.[‌34‌] This reaction occurs by a Norrish type I cleavage to form the diradical ‌73‌, which undergoes intramolecular hydrogen-atom transfer. For photolysis in methanol, the ester makes up 38% of the photoproducts together with some hex-5-enal (‌Scheme 22‌).[‌68‌]

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References

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• 8.Meeeee-Meee, (8888) 8/8e, 888.