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D. R. Dickerson

Publications and source records attributed to D. R. Dickerson.

9 recordsLinked to original sources

Aromatic fluorine compounds. XI. Replacement of chlorine by fluorine in halopyridines

The α -halogenated pyridines react with potassium fluoride in various solvents to give replacement of the α -halogen by fluorine. A 50% yield of 2-fluoropyridine was obtained from 2-chloropyridine by heating with potassium fluoride in dimethyl sulfone or tetramethylene sulfone for twenty-one days; 2-bromopyridine gave a similar yield with a heating period of only seven days. The α -halogens of the polyhalopyridines undergo the exchange reaction more readily than do the halogens of the α -monohalopyridines. The proposed structures of the fluoropyridines are supported by alternate syntheses and by n.m.r. studies.

Journal of Organic Chemistry

Organic geochemical characterization of the New Albany Shale group in the Illinois Basin

Benzene extractable aliphatic hydrocarbons from the New Albany Shale in the Illinois Basin were characterized by gas chromatography and mass spectrometry, and the total organic matter of the shale was characterized by solid state carbon-13 cross polarization magic angle spinning nuclear magnetic resonance. Core samples from a northwest-trending cross-section of the Illinois Basin were studied. Gas chromatography (GC) and gas chromatography-mass spectrometric analysis (GC/MS) data indicate a regional variation of the aliphatic composition of the shale extracts. A positive, linear relationship between the two ratios, pristane/ n -C 17 and phytane/ n -C 18 , is indicated. The NMR results indicated that organic matter deposited in northwestern Illinois shale is relatively high in aliphatic hydrocarbon content while, in contrast, organic matter found in southeastern Illinois shale is relatively low in aliphatic hydrocarbon content. Our findings suggest that the organic variation of the shale is mainly due to the differences in thermal maturity of the shale organic matter and the use of pristane/ n -C 17 ratio as a thermal parameter in the study of oil may be extended to the study of the ancient sediments.

Illinois, Indiana, Kentucky

Correlation of natural gas content to iron species in the New Albany shale group

Mössbauer parameters were obtained for four Illinois Basin shales and their corresponding < 2μm clay fractions from wells drilled through the New Albany Shale Group in Henderson, Tazewell, and Effingham counties in Illinois and Christian County in Kentucky. Off-gas analysis indicated that the Illinois cores were in an area of low gas potential, while the Kentucky core was in an area of moderate-to-good potential. Iron-rich dolomite (ankerite) was found in the Kentucky core but not in the Illinois cores. In the Kentucky core, gas content could be correlated with the ankerite in the bulk sample, the Mössbauer M (2) species in the clay fraction, and a ferrous iron species in the clay fraction. The location of the greatest concentration of natural gas in the Kentucky core could be predicted by following the changes in percentage concentration of these iron species when plotted against the depth of burial of the core sample.

Illinois, Kentucky

Polyphenyl fluorides

Studies related to the chemistry of aromatic fluorine compounds have been carried out at the Illinois State Geological Survey since 1933. In our reference collection we have several compounds that have not previously been described. This communication records data on 18 biphenyl, three terphenyl and some benzene fluorinated derivatives that were obtained as by-products and/or by specific synthesis. ?? 1973.

Journal of Fluorine Chemistry

Fluorination of 1,2,3-, 1,2,4-, and 1,3,5-trihalobenzenes with potassium fluoride in dimethyl sulfone

Three trifluorobenzenes were prepared by reaction of the corresponding trichlorobenzenes with potassium fluoride or pottassium fluoride-cesium fluoride mixtures in dimethyl sulfone. Molar yields were 12.8% for 1,2,3-, 8.3% for 1,2,4-, and 56.2% for 1,3,5-. Improved yields of the 1,2,3- (23.9%) and the 1,2,4- (34.0%) trifluorobenzenes were obtained from certain partially fluorinated intermediates. Several chlorofluorobenzene intermediates were obtained in goods yields by careful control of the reaction variables. The instability of the polyfluorobenzenes in the halogen-exchange reaction medium explains, in part, why only limited yields of the polyfluorobenzenes are obtained by using this method.

Journal of Fluorine Chemistry