PELLICCIOLI, Anna Paola, Petr KLÁN, Miroslav ZABADAL and Jakob WIRZ. Photorelease of HCl from o-Methylphenacyl Chloride Proceeds through the Z-Xylylenol. The Journal of the American Chemical Society. Washington, D.C.: American Chemical Society, 2001, vol. 123, No 32, p. 7931-7932. ISSN 0002-7863. |
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@article{366671, author = {Pelliccioli, Anna Paola and Klán, Petr and Zabadal, Miroslav and Wirz, Jakob}, article_location = {Washington, D.C.}, article_number = {32}, keywords = {photochemistry; photoenolization}, language = {eng}, issn = {0002-7863}, journal = {The Journal of the American Chemical Society}, title = {Photorelease of HCl from o-Methylphenacyl Chloride Proceeds through the Z-Xylylenol}, volume = {123}, year = {2001} }
TY - JOUR ID - 366671 AU - Pelliccioli, Anna Paola - Klán, Petr - Zabadal, Miroslav - Wirz, Jakob PY - 2001 TI - Photorelease of HCl from o-Methylphenacyl Chloride Proceeds through the Z-Xylylenol JF - The Journal of the American Chemical Society VL - 123 IS - 32 SP - 7931 EP - 7931 PB - American Chemical Society SN - 00027863 KW - photochemistry KW - photoenolization N2 - Photorelease of HCl from 2,5-dimethylphenacyl chloride (1) was studied by nanosecond laser flash photolysis. 6-Methyl-1-indanone (3) and 2-(methoxymethyl)-5-methylacetophenone (4) are formed by heterolytic elimination of chloride ion from the Z-xylylenol, which is the only photoenol formed in this solvent. The E-isomer is not formed in methanol, because photoenolization from the singlet state is highly efficient, and the triplet pathway does not compete measurably. In benzene solution both the E- and Z-photoenols are formed, but only the E isomer gives product 3 by HCl elimination whereas the Z-isomer decays predominantly by intramolecular reketonization to 1 in this solvent. ER -
PELLICCIOLI, Anna Paola, Petr KLÁN, Miroslav ZABADAL and Jakob WIRZ. Photorelease of HCl from o-Methylphenacyl Chloride Proceeds through the Z-Xylylenol. \textit{The Journal of the American Chemical Society}. Washington, D.C.: American Chemical Society, 2001, vol.~123, No~32, p.~7931-7932. ISSN~0002-7863.
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