| 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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