Hydrogen-deuterium exchange of weak carbon acids under phase-transfer catalysis conditions

Journal Article · Fri May 17 04:00:00 EDT 1985 · J. Org. Chem.; (United States)

DOI:https://doi.org/10.1021/jo00210a034· OSTI ID:5103011

Feldman, D; Halpern, M; Rabinovitz, M

A practical method for hydrogen-deuterium exchange is obtained via extractive hydroxide ion initiated phase-transfer catalysis. The reaction of NaOD/D/sub 2/O system allows the easy production of compounds that otherwise would require very strong bases and aprotic solvents. The strong basicity of OD/sup -/ anion is attributable to its relative freedom from water molecules when OD/sup -/ is extracted into the depth of the organic layer. 22 references, 1 table.

• Research Organization: Hebrew Univ. of Jerusalem, Israel
• OSTI ID: 5103011
• Journal Information: J. Org. Chem.; (United States), Journal Name: J. Org. Chem.; (United States) Vol. 50:10; ISSN JOCEA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400203 -- Isotope Exchange & Isotope Separation-- (-1987)
400303* -- Organic Chemistry-- Isotope Exchange & Isotope Separation-- (-1987)
ALKALI METAL COMPOUNDS
ALKYLATED AROMATICS
AROMATICS
BARYON REACTIONS
CATALYSIS
CHARGED-PARTICLE REACTIONS
DEUTERIUM
ELEMENTS
EXTRACTION
HADRON REACTIONS
HYDROCARBONS
HYDROGEN
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
HYDROXIDES
ISOTOPES
ISOTOPIC EXCHANGE
LIGHT NUCLEI
MAGNETIC RESONANCE
NONMETALS
NUCLEAR MAGNETIC RESONANCE
NUCLEAR REACTIONS
NUCLEI
NUCLEON REACTIONS
ODD-ODD NUCLEI
ORGANIC COMPOUNDS
OXYGEN COMPOUNDS
PHASE TRANSFORMATIONS
PROTON REACTIONS
RESONANCE
SEPARATION PROCESSES
SODIUM COMPOUNDS
STABLE ISOTOPES
TOLUENE