INCORPORATION OF NAPHTHALENE AND TETRAHYDROFURAN DURING THE REDUCTIVE ALKYLATION OF ILLINOIS NO-6 COAL

被引:20
作者
LARSEN, JW
URBAN, LO
机构
[1] Department of Chemistry, University of Tennessee, Knoxville
关键词
D O I
10.1021/jo01332a026
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Naphthalene and THF containing 14C were prepared and used in the reductive alkylation of Illinois No. 6 coal. The reductively alkylated coal was fractionated by chromatography on silica gel. Small amounts of 14C from THF are found in the products. This is in part due to tightly bound THF. Naphthalene is incorporated during the reaction, but is found only in the first nonpolar fractions eluted from the silica gel column. Ethyl groups were incorporated in all fractions. Chromatography on silica gel can be used to isolate the alkylated coal cleanly, giving material which does not contain significant amounts of naphthalene or THF. However, if all of the reaction products are used without separation, the mixture contains significant amounts of material derived from naphthalene and small amounts of material derived from THF. © 1979, American Chemical Society. All rights reserved.
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页码:3219 / 3222
页数:4
相关论文
共 34 条
[1]   PROTON AND CARBON NMR-SPECTRA OF BUTYLATED COAL [J].
ALEMANY, LB ;
KING, SR ;
STOCK, LM .
FUEL, 1978, 57 (12) :738-748
[2]   REACTIONS OF AROMATIC RADICAL-ANIONS .11. KINETIC STUDIES OF REACTION OF SODIUM NAPHTHALENE AND ANTHRACENE WITH NORMAL HEXYL BROMIDE AND CHLORIDE [J].
BANK, S ;
JUCKETT, DA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (03) :567-573
[3]   ACTIVATION BY ALKALINE METALS OF CARBONIZATION PROCESS OF POLYCONDENSED AROMATIC-HYDROCARBONS [J].
BEGUIN, F ;
SETTON, R .
CARBON, 1972, 10 (05) :539-&
[4]  
BURK EH, COMMUNICATION
[5]  
DAVIDSON JD, 1970, CURRENT STATUS LIQUI, P222
[6]   ELECTROCHEMICAL REDUCTIVE ALKYLATION OF QUINOLINES AND ISOQUINOLINES [J].
DEGRAND, C ;
LUND, H .
ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1977, 31 (07) :593-598
[7]   NUCLEAR MAGNETIC-RESONANCE SPECTRA OF 2 REDUCTIVELY ETHYLATED FUELS [J].
DOGRU, R ;
ERBATUR, G ;
GAINES, AF ;
YURUM, Y ;
LCLI, S ;
WIRTHLIN, T .
FUEL, 1978, 57 (07) :399-404
[9]  
EISCH JJ, 1963, J ORG CHEM, V28, P707
[10]   RADICAL-ANIONS OF [2.2](2,7)NAPHTHALENOPHANE,[2.2](2,7)NAPHTHALENOPHANE-1,11-DIENE, AND TRANS-12B, 12C-DIHYDROCORONENE AS STUDIED BY ELECTRON-SPIN RESONANCE SPECTROSCOPY [J].
ELSCHENBROICH, C ;
GERSON, F ;
REISS, JA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (01) :60-64