Stereochemical course of the high-energy chlorine-38-for-chlorine substitution in cis/trans-1,2-dichlorohexafluorocyclobutanes in solutions

Journal Article · Thu Jun 29 04:00:00 EDT 1978 · J. Phys. Chem.; (United States)

DOI:https://doi.org/10.1021/j100502a003· OSTI ID:6596507

Acciani, T R; Ache, H J

The stereochemistry of the high-energy chlorine-38-for-chlorine substitution process was studied in the cis/trans isomers of 1,2-dichlorohexafluorocyclobutanes. The experimental results indicate that the substitution occurs mostly under retention (>81%) in the presence of hydrogen containing solvents, while in the neat systems and in n-perfluoroheptane solution the yields of inverted product drastically increase. The results are explained in terms of a modified solvent-solute interaction model, which also considers the possible interaction of the reactive molecules making up the solvent environment with the reacting intermediates forming the substituted products. Alternatively the observed results could be interpreted by assuming a solvent effect on the energy distribution of the reacting /sup 38/Cl, resulting in changes in the relative importance of the reaction channels leading to substitution via retention and inversion, respectively.

• Research Organization: Virginia Polytechnic Inst. and State Univ., Blackburg
• OSTI ID: 6596507
• Journal Information: J. Phys. Chem.; (United States), Journal Name: J. Phys. Chem.; (United States) Vol. 82:13; ISSN JPCHA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY
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400702* -- Radiochemistry & Nuclear Chemistry-- Properties of Radioactive Materials
ALKANES
BETA DECAY RADIOISOTOPES
BETA-MINUS DECAY RADIOISOTOPES
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMISTRY
CHLORINATED ALIPHATIC HYDROCARBONS
CHLORINE 38
CHLORINE ISOTOPES
CYCLOALKANES
FLUORINATED ALIPHATIC HYDROCARBONS
HALOGENATED ALIPHATIC HYDROCARBONS
HOT ATOM CHEMISTRY
HYDROCARBONS
ISOMERIC TRANSITION ISOTOPES
ISOMERS
ISOTOPES
ISOTOPIC EXCHANGE
KINETICS
LIGHT NUCLEI
MINUTES LIVING RADIOISOTOPES
NUCLEI
ODD-ODD NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC FLUORINE COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC SOLVENTS
RADIOCHEMISTRY
RADIOISOTOPES
REACTION KINETICS
SECONDS LIVING RADIOISOTOPES
SOLVENTS
STEREOCHEMISTRY