# Subcritical Extraction of Coal Tar Slag and Analysis of Extracts and Raffinates
## 3 Results and Discussion
### GC-MS Testing of Coal Tar Slag Extracts
\begin{table}
\begin{tabular}{r r r r r} \hline
**No.** & **Compound Names** & **Proposed** & **Molecular Weight** & **Relative Content, \%** \\ \hline
49 & & Trispiro[4.2.4.2.4.2]heniccosane & C\({}_{21}\)H\({}_{36}\) & 288.50 & 0.44 \\  & & 4a,7,7,10a- & C\({}_{17}\)H\({}_{30}\)O\({}_{2}\) & 266.40 & 0.44 \\  & & ol & & \\  & & 28-Nor-17.alpha.(H)-hopane & C\({}_{29}\)H\({}_{30}\) & 398.70 & \\  & & 1-(2,2,3,5,6-Pententamethylcyclohex-4-enyl)- & C\({}_{34}\)H\({}_{58}\) & 466.80 & \\
53 & 3.6-dimethyl-6-ethenyl-dec-4-ene & & & 0.12 \\  & & 1,1,6-trimethyl-3-methylene-2-(3,6,9,13- & \\  & tetramethyl-6-ethenyl-10,14-dimethylbenzene & C\({}_{33}\)H\({}_{56}\) & 452.80 & \\  & & pendace-4-ethylcyclohex & & \\  & & Cholesterane, (5,alpha,14,beta.)- & C\({}_{27}\)H\({}_{48}\) & 372.70 & \\  & & 28-Nor-17.alpha.(H)-hopane & C\({}_{29}\)H\({}_{50}\) & 398.70 & \\
17.alpha.(H),21.beta.(H)-Homohopane & C\({}_{31}\)H\({}_{54}\) & 426.80 & \\
17.alpha.(H),21.beta.(H)-Homohopane & C\({}_{30}\)H\({}_{52}\) & 412.70 & \\
56 & 28-Nor-17.alpha.(H)-hopane & C\({}_{29}\)H\({}_{50}\) & 398.70 & 1.95 \\  & & 28-Nor-17.alpha.(H)-hopane & C\({}_{29}\)H\({}_{50}\) & 398.70 & \\  & & 29-IrB1.beta.(H)-Homohopane & C\({}_{31}\)H\({}_{54}\) & 426.80 & \\
58 & 17.alpha.(H),21.beta.(H)-Homohopane & C\({}_{30}\)H\({}_{52}\) & 412.70 & 1.23 \\  & & 17.alpha.(H),21.beta.(H)-Hopane & C\({}_{30}\)H\({}_{52}\) & 412.70 & \\  & & **Alcohols** & & \\  & & 1-Decanol, 2-hexyl- & C\({}_{16}\)H\({}_{34}\)O & 242.44 & \\
8 & Carbonic acid, eicosyl vinyl ester & C\({}_{23}\)H\({}_{44}\)O\({}_{3}\) & 368.60 & 2.02 \\  & & 2-Methylhexacosane & C\({}_{27}\)H\({}_{56}\) & 380.70 & \\  & Octacosanol & C\({}_{28}\)H\({}_{68}\)O & 410.80 & \\
22 & Tetracosyl trifluoroacetate & C\({}_{29}\)H\({}_{67}\)G\({}_{2}\) & 450.70 & 0.43 \\  & Tricosyl trifluoroacetate & C\({}_{28}\)H\({}_{47}\)F\({}_{3}\)O\({}_{2}\) & 436.60 & \\  & 1-Dodecanol, 2-octyl- & C\({}_{29}\)H\({}_{42}\)O & 298.50 & \\
28 & Nonyl tetradocyst ether & C\({}_{33}\)H\({}_{68}\)O & 480.90 & 0.43 \\  & Carbonic acid, octadecyl vinyl ester & C\({}_{21}\)H\({}_{30}\)O\({}_{5}\) & 304.50 & \\  & 1-Decanol, 2-hexyl- & C\({}_{16}\)H\({}_{34}\)O & 242.44 & \\
38 & Docosyl octyl ether & C\({}_{30}\)H\({}_{62}\)O & 438.80 & 2.18 \\  & Octyl tetradocyst ether & C\({}_{32}\)H\({}_{66}\)O & 466.90 & \\  & & **Ethers** & & \\  & Docosyl octyl ether & C\({}_{30}\)H\({}_{62}\)O & 438.80 & \\
12 & 2-Methylhexacosane & C\({}_{27}\)H\({}_{56}\) & 380.70 & 0.40 \\  & & 5-Methylnonacosane & C\({}_{30}\)H\({}_{62}\) & 422.80 & \\ \hline
26 & Nonyl tetradocyst ether & C\({}_{33}\)H\({}_{68}\)O & 480.90 & \\
26 & Dotriacontane & C\({}_{32}\)H\({}_{66}\) & 450.90 & 0.19 \\  & Eicosane & C\({}_{20}\)H\({}_{42}\) & 282.50 & \\  & Isophthal acid, 3,7-dimethyloct-6-enyl & C\({}_{31}\)H\({}_{30}\)O\({}_{4}\) & 486.70 & \\
50 & tritlecyl ester & C\({}_{28}\)H\({}_{48}\)O\({}_{2}\) & 392.70 & 0.26 \\  & Citronelly palmitoleic & C\({}_{28}\)H\({}_{35}\)O\({}_{2}\) & 420.70 & \\  & & **Esters** & & \\  & Carbonic acid, eicosyl vinyl ester & C\({}_{23}\)H\({}_{44}\)O\({}_{3}\) & 368.60 & \\
14 & Carbonic acid, eicosyl vinyl ester & C\({}_{23}\)H\({}_{40}\)O\({}_{3}\) & 368.60 & 1.04 \\  & Pentatriacontane & C\({}_{35}\)H\({}_{72}\) & 492.90 & \\  & Carbonic acid, octadecyl vinyl ester & C\({}_{21}\)H\({}_{40}\)O\({}_{3}\) & 340.50 & \\
24 & 1-Decanol, 2-hexyl- & C\({}_{16}\)H\({}_{34}\)O & 242.44 & 0.65 \\  & Docosyl octyl ether & C\({}_{30}\)H\({}_{62}\)O & 438.80 & \\  & Carbonic acid, decyl hexadecyl ester & C\({}_{27}\)H\({}_{58}\)O\({}_{5}\) & 426.70 & \\
36 & Heptacosyl trifluoroacetate & C\({}_{29}\)H\({}_{55}\)F\({}_{2}\)O\({}_{2}\) & 492.70 & 1.46 \\  & Carbonic acid, decyl heptadecyl ester & C\({}_{28}\)H\({}_{50}\)O\({}_{5}\) & 440.70 & \\  & Carbonic acid, decyl octadecyl ester & C\({}_{27}\)H\({}_{56}\) & 426.70 & \\
39 & 2-Methylhexacosane & C\({}_{27}\)H\({}_{56}\) & 380.70 & 0.79 \\  & 2-MethylTetracosane & C\({}_{25}\)H\({}_{52}\) & 352.70 & \\  & Carbonic acid, decyl hexadecyl ester & C\({}_{27}\)H\({}_{54}\)O\({}_{5}\) & 426.70 & \\
43 & Dotriacontane & C\({}_{32}\)H\({}_{66}\) & 450.90 & 2.39 \\  & Hentriacontane & C\({}_{31}\)H\({}_{64}\) & 436.80 & \\  & Phytyl decanoate & C\({}_{30}\)H\({}_{58}\)O\({}_{2}\) & 450.80 & \\
51 & 1-(2,3,5,6-Pententamethylcyclohex-4-enyl)-9- & & & 0.12 \\  & (3,3,4-trimethylcyclohex-1-enyl)-3,6- & C\({}_{34}\)H\({}_{58}\) & 466.80 & \\  & dimethyl-6-ethenyl-dec-4-ene & & & \\  & Allopregnane & C\({}_{21}\)H\({}_{36}\) & 288.50 & \\ \hline \end{tabular}
\end{table}