Combined /sup 2/H and /sup 18/O isotope effects in support of a concerted, synchronous elimination of acetaldehyde from a bis(benzyl ethyl ether) radical cation

Journal Article · Wed Sep 14 00:00:00 EDT 1988 · J. Am. Chem. Soc.; (United States)

DOI:https://doi.org/10.1021/ja00227a002· OSTI ID:6187817

Allison, C E; Stringer, M B; Bowie, J H; Derrick, P J

No evidence has been found of hydrogen scrambling accompanying decomposition of the benzyl ether molecular ion at times approaching 100 ..mu..s. Isotope effects upon produce ion abundances have been measured for elimination of acetaldehyde from the molecular ions of multiply labeled diethoxyxylenes and compared with the results of calculations of kinetic isotope effects using the quasi-equilibrium theory. It is concluded that this rearrangement involving a 6-membered cyclic transition state can be described as a concerted, synchronous process. 31 references, 7 figures, 1 table.

• Research Organization: Univ. of South Wales, Kensington (Australia)
• OSTI ID: 6187817
• Journal Information: J. Am. Chem. Soc.; (United States), Vol. 110:19
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
ACETALDEHYDE
REMOVAL
DEUTERIUM
ISOTOPE EFFECTS
OXYGEN 18
ALKANES
AROMATICS
ETHERS
EXPERIMENTAL DATA
ALDEHYDES
DATA
EVEN-EVEN NUCLEI
HYDROCARBONS
HYDROGEN ISOTOPES
INFORMATION
ISOTOPES
LIGHT NUCLEI
NUCLEI
NUMERICAL DATA
ODD-ODD NUCLEI
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXYGEN ISOTOPES
STABLE ISOTOPES
400201* - Chemical & Physicochemical Properties
400202 - Isotope Effects
Isotope Exchange
& Isotope Separation