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6162431 
Journal Article 
Photolysis of allene-ozone mixtures in cryogenic matrices: Part 2. Formation of propadienol 
Pimentel, GC; Singmaster, KA 
1989 
Journal of Molecular Structure: Theochem
ISSN: 0166-1280
EISSN: 1872-7999 
200 
225-234 
Allene/ozone/Ar matrices were irradiated at wavelengths extending to 240 nm with a medium pressure mercury lamp. The primary photoproducts include all of those obtained from photolysis at 647 nm; carbon dioxide, formaldehyde, ketene, cyclopropanone, acrolein, and allene oxide. In addition, the short wavelength photolysis gives a major new product with absorptions at 3626, 1970.7, 1450.6, 1165.6, 889.3, 858.4, and 607.2 nm. Isotopic substitutions (18O and C3D4) identify this new product as propadienol (hydroxyallene), undoubtedly formed through O(1D) insertion into one of the allene C-H bonds. This is the first preparation of propadienol through a photolysis process.