Carbon-carbon cleavage during Birch-Hueckel-type reductions

Journal Article · Tue Jan 15 23:00:00 EST 1980 · J. Am. Chem. Soc.; (United States)

DOI:https://doi.org/10.1021/ja00522a074· OSTI ID:5401213

Collins, C J; Hombach, H P; Maxwell, B; Woody, M C; Benjamin, B M

Results of reactions of Na-K alloy in the solvent system glyme-triglyme on a series of compounds, bibenzyl, 1,2-diphenylpropane, diphenylmethane, and phenyl-p-tolylmethane, to determine whether the Birch-Hueckel reduction could be used in this solvent system to cleave C-C bonds are reported. Both methyl-/sup 14/C iodide and water were studied as quenchers, and the products from all reactions were analyzed by gas chromatography. The results indicated that coal can be efficiently degraded at low-temperatures by cleavage of aliphatic as well as aromatic-aliphatic C-C bonds by the action of Na-K alloy under conditions studied in this work. (BLM)

• Research Organization: Oak Ridge National Lab., TN
• DOE Contract Number: W-7405-ENG-26
• OSTI ID: 5401213
• Journal Information: J. Am. Chem. Soc.; (United States), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 102:2; ISSN JACSA
• Country of Publication: United States
• Language: English

Related Subjects

01 COAL, LIGNITE, AND PEAT
010403* -- Coal & Coal Products-- Hydrogenation-- (-1987)
010405 -- Coal
Lignite
& Peat-- Hydrogenation & Liquefaction
ALLOYS
CARBONACEOUS MATERIALS
CHEMICAL BONDS
CHEMICAL REACTIONS
CLEAVAGE
COAL
COAL LIQUEFACTION
CRYSTAL STRUCTURE
DATA
DATA FORMS
ENERGY SOURCES
EXPERIMENTAL DATA
FOSSIL FUELS
FUELS
HYDROGEN COMPOUNDS
HYDROGENATION
INFORMATION
ISOLATED VALUES
LIQUEFACTION
MICROSTRUCTURE
NUMERICAL DATA
OXYGEN COMPOUNDS
POTASSIUM ALLOYS
SODIUM ALLOYS
THERMOCHEMICAL PROCESSES
WATER