Activity of deuterated aldehyde acetals in oxidation reactions
This paper studies the activity of acetals - 2-methyl-1,3-dioxolane (I), 2-phenyl-1,3-dioxolane (II), and 1,1-dipropoxyethane (III) - and their deuterated analogs - 2-methyl-D/sub 3/-1,3-dioxolane-2-D (Ia), 2-phenyl-1,3dioxolane-2-D (IIa), and 1,1-dipropoxyethane-1,2,2,2-D/sub 4/ (IIIa) - in oxidation by ozone and oxygen. The replacement of hydrogen atoms at the acetal carbon by deuterium in I-III leads to a decrease in the ozonolysis and oxidation rate constants, indicating the predominant involvement of the C-H bond adjacent to the two heteroatoms. The increase in the kinetic isotope effect from 2 to 4 in going from formaldehyde derivatives to acetaldehyde and benzaldehyde derivatives is related to the increase in charge separation in the transition state of the reaction of acetals with ozone.
- Research Organization:
- Ufa Petroleum Institute
- OSTI ID:
- 7129413
- Journal Information:
- J. Gen. Chem. USSR (Engl. Transl.); (United States), Vol. 55:7,PT.2
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
ACETALS
CATALYTIC EFFECTS
CHEMICAL REACTION KINETICS
ISOTOPE EFFECTS
ALDEHYDES
ACETALDEHYDE
ACTIVATION ENERGY
BENZALDEHYDE
CHEMICAL REACTION YIELD
DEUTERATION
DEUTERIUM
DEUTERIUM COMPOUNDS
FORMALDEHYDE
HYDROGEN TRANSFER
ISOTOPIC EXCHANGE
OXIDATION
OZONE
CHEMICAL REACTIONS
ENERGY
ETHERS
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
ISOTOPES
KINETICS
LIGHT NUCLEI
NUCLEI
ODD-ODD NUCLEI
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
REACTION KINETICS
STABLE ISOTOPES
YIELDS
400201* - Chemical & Physicochemical Properties
400202 - Isotope Effects
Isotope Exchange
& Isotope Separation