Effects of solvent-solute interactions on the stereochemical course of the high-energy chlorine-38 for chlorine substitution process in diastereomeric dichloroalkanes in the condensed phase

Journal Article · Wed Aug 31 04:00:00 EDT 1977 · J. Am. Chem. Soc.; (United States)

DOI:https://doi.org/10.1021/ja00460a030· OSTI ID:7083994

Wu, J L; Ache, H J

The stereochemistry of the high-energy chlorine-38 for chlorine substitution process was studied in diastereomeric 2,4-dichloropentane and 2,3-dichlorobutane in solutions. The experimental results indicate that the stereochemical course of the substitution process is predominantly and directly controlled by the properties of the solvent molecules, specifically by the dielectric constant, which in turn is responsible for the magnitude of intermolecular interaction between reactants and solvents. It appears that strong intermolecular interaction favors substitution via retention of configuration, whereas in solvents having a low dielectric constant the retention/inversion ratio decreases.

• Research Organization: Virginia Polytechnic Inst. and State Univ., Blacksburg
• OSTI ID: 7083994
• Journal Information: J. Am. Chem. Soc.; (United States), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 99:18; ISSN JACSA
• Country of Publication: United States
• Language: English

Related Subjects

38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY
400701* -- Radiochemistry & Nuclear Chemistry-- Hot-Atom Chemistry
BETA DECAY RADIOISOTOPES
BETA-MINUS DECAY RADIOISOTOPES
CHEMICAL REACTION KINETICS
CHEMISTRY
CHLORINATED ALIPHATIC HYDROCARBONS
CHLORINE 38
CHLORINE ISOTOPES
HALOGENATED ALIPHATIC HYDROCARBONS
HOT ATOM CHEMISTRY
ISOMERIC TRANSITION ISOTOPES
ISOTOPES
KINETICS
LIGHT NUCLEI
MINUTES LIVING RADIOISOTOPES
NUCLEI
ODD-ODD NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
RADIOCHEMISTRY
RADIOISOTOPES
REACTION KINETICS
SECONDS LIVING RADIOISOTOPES
STEREOCHEMISTRY