Detailed Information on Publication Record
2001
Photorelease of HCl from o-Methylphenacyl Chloride Proceeds through the Z-Xylylenol
PELLICCIOLI, Anna Paola, Petr KLÁN, Miroslav ZABADAL and Jakob WIRZBasic information
Original name
Photorelease of HCl from o-Methylphenacyl Chloride Proceeds through the Z-Xylylenol
Authors
PELLICCIOLI, Anna Paola, Petr KLÁN (203 Czech Republic, guarantor), Miroslav ZABADAL (203 Czech Republic) and Jakob WIRZ
Edition
The Journal of the American Chemical Society, Washington, D.C. American Chemical Society, 2001, 0002-7863
Other information
Language
English
Type of outcome
Článek v odborném periodiku
Field of Study
10401 Organic chemistry
Country of publisher
United States of America
Confidentiality degree
není předmětem státního či obchodního tajemství
Impact factor
Impact factor: 6.079
RIV identification code
RIV/00216224:14310/01:00004349
Organization unit
Faculty of Science
UT WoS
000170506400030
Keywords (in Czech)
fotochemie; fotoenolizace
Keywords in English
photochemistry; photoenolization
Změněno: 18/6/2009 11:57, prof. RNDr. Petr Klán, Ph.D.
Abstract
V originále
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.
Links
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