Supporting Information for: Analysis of Oxygenated s in Hydrotreated Biomass Fast Pyrolysis Oil Distillate Fractions Earl D. Christensen, * Gina Chupka, * Jon Luecke, * Tricia Smurthwaite, Teresa L. Alleman, * Kristiina Iisa, * James A. Franz, Douglas C. Elliott, Robert L. McCormick * * National Renewable Energy Laboratory, Golden, CO, USA 80401, Pacific Northwest National Laboratory, Richland, WA USA 99352 Table S-1: GC Parameters for Restek Rtx-1701 Column (Cat# 12026) Injection Port Temperature 250 C Injection Volume 1.0 µl Initial Oven Temperature 50 C Initial Hold Time Oven Ramp Rate 1 min 7 C/min Final Oven Temperature 250 C Final Hold Time Helium Carrier Flow Rate 5 min 1 ml/min Split Ratio 50:1 Detector Transfer Line 250 C
Table S-2: GC Parameters for Agilent DB-1 Column (Cat# 123-1063) Injection Port Temperature 300 C Injection Volume 1.0 µl Initial Oven Temperature 50 C Initial Hold Time Oven Ramp Rate 1 min 7 C/min Final Oven Temperature 350 C Final Hold Time Helium Carrier Flow Rate 5 min 1 ml/min Split Ratio 50:1 Detector Transfer Line 300 C
Table S-3: Acid and Phenol Standard s for Volatile Acid Analysis Name Formic Acid 8.86 Acetic Acid 9.43 Propionic Acid 10.69 Isobutyric Acid 11.76 Butyric Acid 12.58 Isovaleric Acid 14.10 Valeric Acid 16.56 4-Methyl Pentanoic Acid 20.24 Hexanoic Acid 23.47 Phenol 27.25 Heptanoic Acid 36.45 o-cresol 40.69 m-cresol 42.73 p-cresol 45.93 2-Ethyl Phenol 54.69
Table S-4: Mobile Phase Gradient for HPLC Carbonyl Analysis Mobile Phase: A. 18 MΩ DI Water B. HPLC Grade Acetonitrile Time % A % B (min) 0 40 60 8 30 70 10 0 100 12 0 100 12.1 40 60 13 End End
Table S-5: Carbonyl Standard s Name Time (min) Formaldehyde 4.66 Acetaldehyde 5.68 Acrolein 6.74 Acetone 6.96 Propionaldehyde 7.18 Crotonaldehyde 8.06 Methacrolein 8.42 Butyraldehyde 8.66 Methyl-ethyl-ketone 8.92 Isovaleraldehyde / Benzaldehyde (Co-elute) 9.95 Valeraldehyde 10.31 Cyclohexanone 10.74 o,m,p-tolualdehyde (Co-elute) 10.85-11.0 Hexaldehyde 11.19 2,5-Dimethylbenzaldehyde 11.43
Table S-6: HT-138 Lights Tentatively Identified s by GC-MS Tentatively Identified Time (min) Acetic acid 000064-19-7 6.11 86 1.0 acid 1-Butanol 000071-36-3 6.22 80 1.6 alcohol Pentane, 3-methyl- 000096-14-0 4.27 90 0.7 alkane Hexane 000110-54-3 4.36 90 3.7 alkane Cyclopentane, methyl- 000096-37-7 4.66 91 2.4 alkane Cyclohexane 000110-82-7 5.05 87 2.5 alkane Cyclohexane, methyl- 000108-87-2 5.7 97 3.7 alkane Cyclopentane, ethyl- 001640-89-7 5.83 93 1.2 alkane Octane 000111-65-9 6.63 94 2.5 alkane Cyclopentane, 1-ethyl-2- methyl- 003726-46-3 6.69 96 0.5 alkane Cyclohexane, 1,2-dimethyl- 000583-57-3 6.86 96 0.6 alkane Cyclohexane, 1,3-dimethyl-, trans- 002207-03-6 6.98 97 0.7 alkane Cyclooctane 000292-64-8 7.3 72 0.6 alkane Cyclopentane, propyl- 002040-96-2 7.45 97 1.2 alkane Cyclohexane, 1,2-dimethyl-, trans- 006876-23-9 7.48 83 0.6 alkane Cyclohexane, ethyl- 001678-91-7 7.54 95 4.2 alkane Octane, 3-methyl- 002216-33-3 7.99 81 0.5 alkane Nonane 000111-84-2 8.56 93 2.6 alkane Cyclohexane, 1-ethyl-4- methyl-, cis- 004926-78-7 8.64 81 1.0 alkane cis-1-ethyl-3-methylcyclohexane 019489-10-2 9.05 90 1.3 alkane Cyclohexane, (1- methylethyl)- 000696-29-7 9.35 87 0.6 alkane Bicyclo[3.3.1]nonane 000280-65-9 9.45 83 0.7 alkane Cyclohexane, propyl- 001678-92-8 9.54 95 5.1 alkane Cyclohexane, 1-ethyl-2- methyl-, cis- 004923-77-7 9.59 83 0.5 alkane 1H-Indene, octahydro-, trans- 003296-50-2 10.34 96 0.6 alkane Cyclohexane, 1-methyl-2- propyl- 004291-79-6 10.65 90 0.9 alkane Decane 000124-18-5 10.73 87 1.2 alkane 1H-Indene, octahydro-, cis- 004551-51-3 11.18 98 1.3 alkane Cyclohexane, 1,1-dimethyl- 000590-66-9 11.63 70 0.5 alkane Cyclohexane, butyl- 001678-93-9 11.81 94 1.0 alkane Naphthalene, decahydro-, trans- 000493-02-7 12.69 97 0.5 alkane
Tentatively Identified Time (min) Benzene 000071-43-2 5.48 97 0.6 aromatic Toluene 000108-88-3 7.11 97 2.0 aromatic Ethylbenzene 000100-41-4 9.01 94 2.1 aromatic Benzene, 1,3-dimethyl- 000108-38-3 9.19 95 1.3 aromatic Benzene, 1,2-dimethyl- 000095-47-6 9.84 97 0.7 aromatic Benzene, propyl- 000103-65-1 11.05 91 2.4 aromatic Benzene, 1-ethyl-2-methyl- 000611-14-3 11.22 93 0.6 aromatic Indane 000496-11-7 13.26 87 0.5 aromatic Butanoic acid, methyl ester 000623-42-7 6.47 90 1.9 ester Butanoic acid, ethyl ester 000105-54-4 7.82 95 1.3 ester Acetic acid, butyl ester 000123-86-4 8.22 78 1.3 ester Pentanoic acid, methyl ester 000624-24-8 8.4 83 1.4 ester Butanoic acid, hexyl ester 002639-63-6 9.92 83 0.6 ester Acetic acid, pentyl ester 000628-63-7 10.4 64 0.8 ester Hexanoic acid, methyl ester 000106-70-7 10.6 83 0.5 ester 2H-Pyran, tetrahydro- 000142-68-7 6.06 80 0.6 ether Furan, tetrahydro-2-methyl- 000096-47-9 5.54 95 1.2 furan Furan, tetrahydro-2,5- dimethyl- 001003-38-9 5.78 86 0.7 furan Furan, 2-butyltetrahydro- 001004-29-1 7.06 72 0.7 furan 2-Pentanone 000107-87-9 6.36 72 2.9 ketone 3-Hexanone 000589-38-8 8.08 86 2.2 ketone 2-Hexanone 000591-78-6 8.31 91 4.0 ketone Cyclopentanone 000120-92-3 8.89 87 0.8 ketone Cyclopentanone, 2-methyl- 001120-72-5 9.78 91 3.0 ketone Cyclopentanone, 3-methyl- 001757-42-2 10.11 81 1.1 ketone Cyclopentanone, 2,5- dimethyl- 004041-09-2 10.52 76 0.7 ketone Cyclopentanone, 2,3- dimethyl- 1000151-06-7 10.99 89 0.6 ketone Cyclohexanone 000108-94-1 11.34 94 1.3 ketone Cyclohexanone, 2-methyl- 000583-60-8 12.32 91 0.7 ketone Cyclohexanone, 3-methyl- 000591-24-2 12.63 81 0.5 ketone 3,7-Dimethyl-octa-1,6-diene 1000190-46-4 11.71 90 0.5 olefin Cyclohexene, 1-butyl- 003282-53-9 12.24 83 0.7 olefin Unidentified Peaks 14.0 undetermined
Table S-7: HT-138 Naphtha Tentatively Identified s by GC-MS Tentatively Identified Acetic acid 000064-19-7 6.1 86 0.9 acid 1-Butanol 000071-36-3 6.21 86 0.8 alcohol 1-Pentanol 000071-41-0 8.1 83 1.6 alcohol Cyclohexanol 000108-93-0 10.84 83 0.8 alcohol Octane 000111-65-9 6.62 94 1.0 alkane Cyclopentane, propyl- 002040-96-2 7.45 97 0.5 alkane Cyclohexane, ethyl- 001678-91-7 7.53 95 2.0 alkane Nonane 000111-84-2 8.55 60 2.2 alkane Cyclohexane, 1-ethyl-4- methyl-, cis- 004926-78-7 8.63 87 0.6 alkane Cyclohexane, (1- methylethyl)- 000696-29-7 9.36 78 0.5 alkane Bicyclo[3.3.1]nonane 000280-65-9 9.45 76 0.6 alkane Cyclohexane, propyl- 001678-92-8 9.53 97 4.7 alkane 1H-Indene, octahydro-, trans- 003296-50-2 10.34 96 0.6 alkane Cyclohexane, 1-methyl-2- propyl- 004291-79-6 10.66 90 1.3 alkane Decane 000124-18-5 10.74 90 1.8 alkane Cyclohexane, 1-isopropyl-3- methyl-, (E)- 1000158-54-3 11.11 72 0.5 alkane 1H-Indene, octahydro-, cis- 004551-51-3 11.19 98 1.6 alkane Cyclohexane, 1,1-dimethyl- 000590-66-9 11.64 76 1.0 alkane Cyclohexane, butyl- 001678-93-9 11.81 94 2.2 alkane Bicyclo[4.1.0]heptane, 3,7,7-trimethyl- 000554-59-6 12.41 87 0.7 alkane Naphthalene, decahydro-, trans- 000493-02-7 12.69 97 1.1 alkane Cyclopentane, butyl- 002040-95-1 13.45 76 0.7 alkane Naphthalene, decahydro- 000091-17-8 13.8 97 1.4 alkane trans-decalin, 2-methyl- 1000152-47-3 13.88 90 0.6 alkane Cyclohexane, pentyl- 004292-92-6 14.1 93 1.0 alkane cis-decalin, 2-syn-methyl- 1000155-85-6 14.82 86 0.5 alkane Decalin, syn-1-methyl, cis- 1000158-89-1 14.97 86 0.5 alkane Dodecane 000112-40-3 15.13 81 1.8 alkane Toluene 000108-88-3 7.1 97 0.6 aromatic Ethylbenzene 000100-41-4 9.01 95 2.2 aromatic p-xylene 000106-42-3 9.19 97 1.1 aromatic Benzene, 1,2-dimethyl- 000095-47-6 9.85 91 1.0 aromatic Benzene, propyl- 000103-65-1 11.04 91 4.1 aromatic Benzene, 1-ethyl-2-methyl- 000611-14-3 11.23 90 1.2 aromatic
Tentatively Identified Benzene, 1,2,4-trimethyl- 000095-63-6 12.09 93 0.5 aromatic Benzene, 1,2,3-trimethyl- 000526-73-8 12.97 90 1.7 aromatic Benzene, (1-methylpropyl)- 000135-98-8 13.21 93 1.0 aromatic Indane 000496-11-7 13.26 93 1.4 aromatic Benzene, butyl- 000104-51-8 13.36 70 1.2 aromatic 2,4-Dimethylstyrene 002234-20-0 14.16 96 0.6 aromatic 1-Phenyl-1-butene 000824-90-8 14.3 70 1.4 aromatic Benzene, (2-methyl-2- propenyl)- 003290-53-7 15.51 83 0.6 aromatic 1H-Indene, 2,3-dihydro-4- methyl- 000824-22-6 15.87 94 0.6 aromatic tetrahydro- 000119-64-2 16.18 97 0.7 aromatic 1H-Indene, 2,3-dihydro-1,6- dimethyl- 017059-48-2 16.39 91 0.5 aromatic n-propyl acetate 000109-60-4 6.35 78 0.8 ester Butanoic acid, methyl ester 000623-42-7 6.47 90 0.5 ester Butanoic acid, ethyl ester 000105-54-4 7.83 93 0.6 ester Acetic acid, butyl ester 000123-86-4 8.21 72 0.9 ester Pentanoic acid, methyl ester 000624-24-8 8.4 81 0.9 ester Butanoic acid, hexyl ester 002639-63-6 9.92 78 0.8 ester Pentanoic acid, ethyl ester 000539-82-2 9.97 90 0.5 ester Propanoic acid, butyl ester 000590-01-2 10.17 64 0.5 ester Acetic acid, pentyl ester 000628-63-7 10.4 78 1.2 ester Hexanoic acid, methyl ester 000106-70-7 10.59 72 0.6 ester Pentanoic acid, propyl ester 000141-06-0 12.15 80 0.8 ester 2-Hexanone 000591-78-6 8.31 91 2.4 ketone Cyclopentanone 000120-92-3 8.89 87 0.5 ketone Cyclopentanone, 2-methyl- 001120-72-5 9.79 91 2.7 ketone Cyclopentanone, 3-methyl- 001757-42-2 10.11 80 1.1 ketone Cyclopentanone, 2,5- dimethyl- 004041-09-2 10.52 87 0.8 ketone Cyclopentanone, 2,4- dimethyl- 001121-33-1 10.88 80 0.5 ketone Cyclohexanone 000108-94-1 11.34 94 2.1 ketone Cyclopentanone, 2-ethyl- 004971-18-0 12 81 1.0 ketone 4-Octanone 000589-64-9 12.21 91 0.6 ketone Cyclohexanone, 2-methyl- 000583-60-8 12.32 91 1.5 ketone Cyclohexanone, 3-methyl- 000591-24-2 12.64 76 1.3 ketone Cyclohexanone, 4-methyl- 000589-92-4 12.8 81 0.9 ketone 3,7-Dimethyl-octa-1,6-diene 1000190-46-4 11.71 86 0.9 olefin Cyclohexene, 1-butyl- 003282-53-9 12.25 93 1.0 olefin Phenol 000108-95-2 15.62 97 0.6 phenol Phenol, 2-methyl- 000095-48-7 16.65 96 0.6 phenol Phenol, 3-methyl- 000108-39-4 17.44 96 0.5 phenol
Tentatively Identified Unidentified Peaks 19.3 undetermined Table S-8: HT-138 Jet Tentatively Identified s by GC-MS Tentatively Identified Cyclohexanol 000108-93-0 10.84 90 0.5 alcohol 2,4-Pentadien-1-ol, 3- propyl-, (2Z)- 1000142-17-9 15.27 83 0.8 alcohol Cyclohexane, propyl- 001678-92-8 9.53 97 0.5 alkane Cyclohexane, butyl- 001678-93-9 11.81 93 0.6 alkane Naphthalene, decahydro-, trans- 000493-02-7 12.69 93 0.6 alkane Cyclopentane, butyl- 002040-95-1 13.45 76 0.5 alkane Naphthalene, decahydro-, cis- 000493-01-6 13.8 96 1.0 alkane Cyclohexane, pentyl- 004292-92-6 14.1 90 1.0 alkane Dodecane 000112-40-3 15.14 90 2.5 alkane Cyclopentylcyclohexane 001606-08-2 15.7 87 0.8 alkane Cyclohexane, (4- methylpentyl)- 061142-20-9 16.32 81 0.8 alkane Cyclopentane, 1-methyl-3- (2-methylpropyl)- 029053-04-1 17.55 83 0.6 alkane 1,1'-Bicyclohexyl 000092-51-3 18.13 80 1.4 alkane Benzene, propyl- 000103-65-1 11.04 90 0.8 aromatic Benzene, 1-ethyl-2-methyl- 000611-14-3 11.22 93 0.5 aromatic Benzene, 1-methyl-3- propyl- 001074-43-7 13.22 81 0.5 aromatic Indane 000496-11-7 13.27 90 0.7 aromatic Benzene, butyl- 000104-51-8 13.36 92 0.7 aromatic Benzene, 1-methyl-2- propyl- 001074-17-5 13.71 90 0.6 aromatic 2,4-Dimethylstyrene 002234-20-0 14.17 94 0.5 aromatic 1-Phenyl-1-butene 000824-90-8 14.31 76 1.4 aromatic 1H-Indene, 2,3-dihydro-5- methyl- 000874-35-1 15.87 95 1.0 aromatic tetrahydro- 000119-64-2 16.19 97 1.2 aromatic 1H-Indene, 2,3-dihydro-1,6- dimethyl- 017059-48-2 16.39 93 1.3 aromatic 1H-Indene, 2,3-dihydro-1,2- dimethyl- 017057-82-8 16.57 93 0.7 aromatic 1H-Indene, 2,3-dihydro-1,3- dimethyl- 004175-53-5 16.77 91 0.8 aromatic tetrahydro-2-methyl- 003877-19-8 17.25 96 0.9 aromatic Benzene, (1-methyl-1- butenyl)- 053172-84-2 17.75 86 0.5 aromatic
Tentatively Identified 1H-Indene, 2,3-dihydro-4,7- dimethyl- 006682-71-9 17.87 94 0.5 aromatic tetrahydro-6-methyl- 001680-51-9 18.27 96 1.3 aromatic Naphthalene, 5-ethyl- 1,2,3,4-tetrahydro- 042775-75-7 18.9 91 0.5 aromatic tetrahydro-5-methyl- 002809-64-5 18.99 98 1.1 aromatic Benzene, 1-(1- methylethenyl)-2-(1- methylethyl)- 005557-93-7 19.33 81 0.7 aromatic Benzene, 1-(1- methylethenyl)-3-(1- methylethyl)- 001129-29-9 19.42 80 0.8 aromatic Acenaphthylene, 1,2,2a,3,4,5-hexahydro- 000480-72-8 20.71 94 0.7 aromatic tetrahydro-6,7-dimethyl- 001076-61-5 20.81 95 0.6 aromatic Naphthalene, 2,7-dimethyl- 000582-16-1 22.07 84 0.7 aromatic Benzene, (2- cyclohexylethyl)- 001603-61-8 22.95 74 0.7 aromatic Pentanoic acid, propyl ester 000141-06-0 12.15 86 0.7 ester Benzene, 1-methoxy-4-(1- methylpropyl)- 004917-90-2 22.72 64 0.6 ether Cyclopentanone, 2-methyl- 001120-72-5 9.78 87 0.7 ketone Cyclohexanone 000108-94-1 11.34 94 0.9 ketone Cyclohexanone, 2-methyl- 000583-60-8 12.33 91 0.8 ketone Cyclohexanone, 3-methyl- 000591-24-2 12.63 90 0.8 ketone Cyclohexanone, 4-methyl- 000589-92-4 12.81 87 0.7 ketone 1-(4-Hydroxymethylphenyl) ethanone 075633-63-5 21.25 68 1.3 ketone Phenol 000108-95-2 15.63 97 1.3 phenol Phenol, 2-methoxy- 000090-05-1 16.14 93 0.7 phenol Phenol, 2-methyl- 000095-48-7 16.66 98 2.0 phenol Phenol, 2,3-dimethyl- 000526-75-0 17.05 95 1.4 phenol Phenol, 4-methyl- 000106-44-5 17.39 95 1.9 phenol Phenol, 3-methyl- 000108-39-4 17.45 96 2.1 phenol Phenol, 2-methoxy-4- methyl- 000093-51-6 17.63 89 1.3 phenol Phenol, 2-ethyl- 000090-00-6 18.23 95 0.8 phenol Phenol, 2,4-dimethyl- 000105-67-9 18.38 96 2.4 phenol Phenol, 2-ethyl-6-methyl- 001687-64-5 18.48 91 0.7 phenol Phenol, 2,4,6-trimethyl- 000527-60-6 18.85 97 0.8 phenol Phenol, 3,5-dimethyl- 000108-68-9 19.12 93 0.9 phenol Phenol, 4-ethyl- 000123-07-9 19.18 95 1.1 phenol Phenol, 3-ethyl- 000620-17-7 19.22 93 1.8 phenol Phenol, 3,4-dimethyl- 000095-65-8 19.71 92 1.1 phenol
Tentatively Identified Phenol, 2-ethyl-4-methyl- 003855-26-3 19.76 72 1.0 phenol Phenol, 2-ethyl-6-methyl- 001687-64-5 19.84 91 0.9 phenol Phenol, 4-ethyl-2-methoxy- 002785-89-9 19.96 76 0.8 phenol Phenol, 2-ethyl-5-methyl- 001687-61-2 20.04 93 1.3 phenol Phenol, 2-ethyl-6-methyl- 001687-64-5 20.1 90 0.9 phenol Phenol, 5-methyl-2-(1- methylethyl)-, acetate 000528-79-0 20.46 81 0.9 phenol Phenol, 3,4,5-trimethyl- 000527-54-8 20.59 93 1.0 phenol Phenol, 4-propyl- 000645-56-7 20.86 83 1.6 phenol 2-Methyl-6-propylphenol 003520-52-3 21.15 76 0.7 phenol Phenol, 4-(1-methylpropyl)- 000099-71-8 21.61 86 1.2 phenol Phenol, 3,5-diethyl- 001197-34-8 22.25 70 0.7 phenol Unidentified Peaks 30.9 undetermined
Table S-9: HT-138 Diesel Tentatively Identified s by GC-MS Tentatively Identified 1-Cyclohexene-1-methanol 004845-04-9 14.64 86 0.7 alcohol Benzenemethanol,.alpha.- propyl- 000614-14-2 19.24 81 0.5 alcohol 2-Methyl-1-phenyl-1-pentanol- 073177-67-0 23.13 64 0.9 alcohol Dodecane 000112-40-3 17.17 90 0.6 alkane Tridecane 000629-50-5 24.91 58 1.2 alkane Tetradecane 000629-59-4 26.58 76 1.9 alkane Hexadecane 000544-76-3 28.17 93 1.1 alkane tetrahydro- 000119-64-2 16.25 86 0.6 aromatic Naphthalene,1,2,3,4-tetrahydro- 5-methyl- 002809-64-5 19.13 78 0.8 aromatic Naphthalene, 5-ethyl-1,2,3,4- tetrahydro- 042775-75-7 20.46 90 0.5 aromatic Acenaphthylene, 1,2,2a,3,4,5- hexahydro- 000480-72-8 20.93 91 0.6 aromatic tetrahydro-1,5-dimethyl 021564-91-0 21.15 81 0.6 aromatic Bibenzyl 000103-29-7 23.47 80 1.4 aromatic Benzene, (2-cyclohexylethyl)- 001603-61-8 23.61 64 0.8 aromatic Benzene, 1-pentynyl- 004250-81-1 24.50 60 1.5 aromatic Benzene, [(tetramethylcyclopropylidene) methyl]- 085036-38-0 26.46 70 1.0 aromatic Phenanthrene, 1,2,3,4,5,6,7,8- octahydro- 005325-97-3 27.06 90 1.5 aromatic 1,2,3,4,5,6,7,8-Octahydro-1- methylphenanthrene 1000080-19-4 27.46 72 0.7 aromatic 1,3-Benzodioxole, 5-propyl- 000094-58-6 20.59 68 0.6 ether Ethanone, 1-(2-hydroxy-5- methylphenyl)- 001450-72-2 19.07 95 0.9 ketone 1-Propanone, 1-(3- methoxyphenyl)- 037951-49-8 20.85 64 0.7 ketone 2-Cyclohexen-1-one, 4-methyl- 4-phenyl- 017429-36-6 25.45 64 0.6 ketone Phenol, 3-methyl- 000108-39-4 13.75 93 1.7 phenol Phenol, 2,4-dimethyl- 000105-67-9 15.50 93 1.3 phenol Phenol, 4-ethyl- 000123-07-9 15.88 93 0.6 phenol Phenol, 2-ethyl- 000090-00-6 15.91 93 1.7 phenol Phenol, 3-ethyl- 000620-17-7 16.49 90 0.6 phenol Phenol, 3,4,5-trimethyl- 000527-54-8 17.27 64 0.5 phenol Phenol, 4-ethyl-3-methyl- 001123-94-0 17.51 90 0.9 phenol Phenol, 3-propyl- 000621-27-2 17.92 81 2.0 phenol
Tentatively Identified Phenol, 2,4,5-trimethyl- 000496-78-6 18.19 80 0.6 phenol Phenol, 3-(1-methylethyl)- 000618-45-1 18.37 60 0.5 phenol Phenol, 2-ethyl-4,5-dimethyl- 002219-78-5 18.79 92 0.5 phenol 2-Methyl-6-propylphenol 003520-52-3 19.42 94 1.0 phenol Phenol, 4-(1-methylpropyl)- 000099-71-8 20.16 70 0.9 phenol Phenol, 4-ethyl-2-methoxy- 002785-89-9 20.33 76 0.6 phenol Phenol, 3-methoxy-2-methyl- 006971-52-4 22.55 64 1.0 phenol Unidentified Peaks 66.0 undetermined
Table S-10: HT-138 Gasoil Tentatively Identified s by GC-MS Tentatively Identified 6-Chrysenol 037515-51-8 38.20 60 2.9 alcohol Cyclohexane, decyl- 001795-16-0 37.39 74 2.0 alkane Pyrene, 4-methyl- 003353-12-6 34.65 83 1.0 aromatic 1,2,3,4-Tetrahydro-1- phenyl-1,2,3- methanonaphthalene 1000200-97-9 34.71 60 0.8 aromatic Pyrene, 1-methyl- 002381-21-7 34.98 89 0.8 aromatic 1,4-dimethyl-2-phenyl- Naphthalene 1000148-00-7 36.30 60 1.0 aromatic 8,9,10,11- Tetrahydrobenz[A]anthrace ne 067064-62-4 36.76 64 1.9 aromatic Benzo[c]phenanthrene, 1- methyl- 004076-39-5 39.23 96 3.5 aromatic Benzo[c]phenanthrene, 5,8- dimethyl- 054986-63-9 39.56 89 1.1 aromatic Chrysene, 5-ethyl- 054986-62-8 40.57 93 1.5 aromatic 7,8,9,10,11,12- Hexahydrobenzo[A]pyrene 073712-71-7 40.68 64 1.1 aromatic Z,Z-4,16-Octadecadien-1-ol acetate 1000130-95-7 39.04 64 1.9 ester 9,10-Anthracenedione, 2- methyl- 000084-54-8 34.06 70 0.7 ketone 9,10-Anthracenedione, 2,3- dimethyl- 006531-35-7 35.34 58 0.9 ketone Unidentified Peaks 79.0 undetermined
Table S-11: HT-109 Lights Tentatively Identified s by GC-MS Tentatively Identified Butane 000106-97-8 3.74 80 0.5 alkane Butane, 2-methyl- 000078-78-4 3.87 91 0.7 alkane Pentane 000109-66-0 3.94 90 3.7 alkane Pentane, 2-methyl- 000107-83-5 4.2 91 1.6 alkane Pentane, 3-methyl- 000096-14-0 4.28 80 3.1 alkane Hexane 000110-54-3 4.38 91 4.8 alkane Cyclopentane, methyl- 000096-37-7 4.68 91 8.0 alkane Hexane, 2-methyl- 000591-76-4 4.96 83 1.6 alkane Cyclohexane 000110-82-7 5.09 70 4.3 alkane Cyclohexane, methyl- 000108-87-2 5.71 96 5.9 alkane Cyclopentane, ethyl- 001640-89-7 5.84 87 4.2 alkane Hexane, 2,3-dimethyl- 000584-94-1 6.13 91 0.9 alkane Heptane, 3-methyl- 000589-81-1 6.22 87 2.5 alkane Cyclopentane, 1,2,4- trimethyl- 002815-58-9 6.42 91 0.5 alkane Cyclohexane, 1,4-dimethyl- 000589-90-2 6.51 87 0.9 alkane Cyclopentane, 1-ethyl-3- methyl- 003726-47-4 6.66 94 4.8 alkane Cyclopentane, 1-ethyl-2- methyl- 003726-46-3 6.71 96 1.0 alkane Cyclohexane, 1,3-dimethyl-, trans- 002207-03-6 7.01 93 1.0 alkane Cyclooctane 000292-64-8 7.33 91 1.1 alkane Cyclopentane, propyl- 002040-96-2 7.48 96 1.7 alkane Cyclohexane, ethyl- 001678-91-7 7.56 94 3.3 alkane Cyclopentane, 2-ethylidene- 1,1-dimethyl- 056324-66-4 7.8 80 0.5 alkane Octane, 4-methyl- 002216-34-4 7.84 91 1.2 alkane Octane, 3-methyl- 002216-33-3 8.01 83 0.8 alkane Nonane 000111-84-2 8.57 90 1.3 alkane Cyclohexane, 1-ethyl-2- methyl- 003728-54-9 8.66 83 1.1 alkane Octane, 3-methyl- 000696-29-7 9.56 81 1.9 alkane Benzene 000071-43-2 5.51 97 2.0 aromatic Toluene 000108-88-3 7.13 97 2.6 aromatic Ethylbenzene 000100-41-4 9.03 95 1.2 aromatic Benzene, 1,3-dimethyl- 000108-38-3 9.22 95 0.8 aromatic Benzene, 1,2-dimethyl- 000095-47-6 9.87 95 0.6 aromatic Benzene, propyl- 000103-65-1 11.06 87 0.6 aromatic 3-Hexene, (E)- 013269-52-8 4.47 94 0.9 olefin Cyclopentene, 3-methyl- 001120-62-3 4.61 87 0.8 olefin
Tentatively Identified Cyclopentene, 4-methyl- 001759-81-5 5.04 87 3.3 olefin 2-Hexene, 2-methyl- 002738-19-4 5.4 80 0.9 olefin Cyclopentene, 1,5-dimethyl- 016491-15-9 5.64 81 0.6 olefin Cyclohexene, 4-methyl- 000591-47-9 6.09 95 1.8 olefin Cyclopentene, 1-ethyl- 002146-38-5 6.26 87 1.2 olefin Cyclohexene, 1-methyl- 000591-49-1 6.56 94 1.2 olefin Cyclopentene, 1,2,3- trimethyl- 000473-91-6 6.82 93 0.5 olefin 2-Ethyl-3- methylcyclopentene 097797-57-4 7.64 97 0.7 olefin Cyclohexene, 1-ethyl- 001453-24-3 8.43 93 0.9 olefin 1-Methyl-2- methylenecyclohexane 002808-75-5 9.46 83 0.6 olefin 3-Octyne, 2-methyl- 055402-15-8 10.16 80 0.7 olefin Cyclohexene, 4-propyl- 013487-64-4 10.36 90 0.5 olefin Phenol 000108-95-2 15.64 96 1.0 phenol Unidentified Peaks 13.7 undetermined
Table S-12: HT-109 Naphtha Tentatively Identified s by GC-MS Tentatively Identified Hexane 000110-54-3 4.37 91 0.9 alkane Cyclopentane, methyl- 000096-37-7 4.68 91 1.7 alkane Cyclohexane 000110-82-7 5.1 81 1.0 alkane Cyclohexane, methyl- 000108-87-2 5.71 96 2.2 alkane Cyclopentane, ethyl- 001640-89-7 5.84 83 1.6 alkane Cyclopentane,1-ethyl-3- methyl- 003726-47-4 6.65 91 2.1 alkane Cyclopentane, 1-ethyl-2- methyl- 003726-46-3 6.71 96 0.5 alkane Cyclohexane, 1,4-dimethyl- 000589-90-2 7.01 95 0.5 alkane Cyclooctane 000292-64-8 7.32 87 0.6 alkane Cyclopentane, propyl- 002040-96-2 7.47 97 1.0 alkane Cyclohexane, ethyl- 001678-91-7 7.55 94 2.0 alkane Octane, 4-methyl- 002216-34-4 7.84 90 0.8 alkane Octane, 3-methyl- 002216-33-3 8 86 0.5 alkane Nonane 000111-84-2 8.57 93 1.1 alkane Cyclohexane, 1-ethyl-2- methyl- 003728-54-9 9.06 81 0.5 alkane Cyclohexane, propyl- 001678-92-8 9.55 97 2.3 alkane Octane, 4-ethyl- 015869-86-0 9.79 93 0.5 alkane Nonane, 3-methyl- 005911-04-6 10.16 90 0.7 alkane Cyclopentane, (2- methylbutyl)- 053366-38-4 10.45 90 0.5 alkane Cyclooctane, 1,2-dimethyl- 013151-94-5 10.68 81 1.1 alkane Decane 000124-18-5 10.76 87 0.6 alkane Cyclopentane, pentyl- 003741-00-2 11.86 86 1.5 alkane Bicycloheptane, 3,7,7- trimethyl- 006069-97-2 12.17 93 0.5 alkane Spiro[4.5]decane 000176-63-6 12.27 90 0.5 alkane 1-Methyldecahydro- Naphthalene 002958-75-0 12.45 84 0.8 alkane Cyclohexane, pentyl- 004292-92-6 14.12 76 0.7 alkane Benzene 000071-43-2 5.5 95 0.6 aromatic Toluene 000108-88-3 7.12 97 1.4 aromatic Ethylbenzene 000100-41-4 9.03 81 0.7 aromatic Benzene, 1,3-dimethyl- 000108-38-3 9.21 95 0.8 aromatic Benzene, 1,2-dimethyl- 000095-47-6 9.86 95 0.5 aromatic Benzene, propyl- 000103-65-1 11.06 87 0.9 aromatic 1H-Indene, octahydro-, cis- 004551-51-3 11.21 96 0.7 aromatic Benzene, 1-ethyl-2-methyl- 000611-14-3 11.25 83 1.1 aromatic
Tentatively Identified 1H-Indene, 2,3,4,5,6,7- hexahydro- 1000197-58-6 11.74 93 0.6 aromatic Benzene, 1,2,4-trimethyl- 000095-63-6 12.11 94 0.6 aromatic Benzene, 1,2,3-trimethyl- 000526-73-8 12.99 95 1.6 aromatic Benzene, (1-methylpropyl)- 000135-98-8 13.24 83 0.7 aromatic Benzene, 1-ethenyl-2- methyl- 000611-15-4 13.28 89 0.8 aromatic Benzene, butyl- 000104-51-8 13.38 64 0.8 aromatic Benzene, 1-methyl-2- propyl- 001074-17-5 13.73 81 0.5 aromatic Naphthalene, decahydro-2- methyl- 002958-76-1 13.91 86 0.6 aromatic Benzene, 1-ethyl-2,4- dimethyl 000874-41-9 13.98 93 0.5 aromatic 2,4-Dimethylstyrene 002234-20-0 14.18 96 0.5 aromatic 1-Phenyl-1-butene 000824-90-8 14.32 89 0.9 aromatic 1H-Indene, 2,3-dihydro-5- methyl- 000874-35-1 15.53 94 0.5 aromatic 3-Phenylbut-1-ene 000934-10-1 15.89 93 0.7 aromatic tetrahydro- 000119-64-2 16.2 97 0.6 aromatic Cyclopentene, 4-methyl- 001759-81-5 5.04 86 0.9 olefin Cyclohexene, 1-methyl- 000591-49-1 6.09 86 1.1 olefin Cyclopentnene, 1,5- dimethyl- 016491-15-9 6.22 90 1.0 olefin Cyclopentene, 1-ethyl- 002146-38-5 6.26 76 0.5 olefin Cyclohexene, 1-methyl- 000591-49-1 6.56 97 0.5 olefin Cyclohexane, ethenyl- 000695-12-5 8.42 90 0.7 olefin Cyclooctene, 3-methyl- 013152-05-1 9.46 83 0.7 olefin Cyclohexene, 3-(2- methylpropyl)- 004104-56-7 10.35 90 0.7 olefin Cyclohexene, 1-butyl- 003282-53-9 11.44 92 0.9 olefin Cyclohexene, 4-methyl-1- (1-methylethyl)- 000500-00-5 11.61 87 0.5 olefin Cyclododecene, 1-methyl- 066633-38-3 12.66 89 1.0 olefin Phenol 000108-95-2 15.65 97 5.8 phenol Phenol, 2-methyl- 000095-48-7 16.67 98 2.5 phenol Phenol, 2,6-dimethyl- 000576-26-1 17.06 98 0.5 phenol Phenol, 4-methyl- 000106-44-5 17.41 97 1.0 phenol Phenol, 3-methyl- 000108-39-4 17.45 97 1.7 phenol Phenol, 2-ethyl- 000090-00-6 18.24 97 2.0 phenol Phenol, 2,4-dimethyl- 000105-67-9 18.39 96 0.9 phenol Phenol, 3-ethyl- 000620-17-7 19.24 95 0.7 phenol Phenol, 3-propyl- 000621-27-2 19.77 86 0.5 phenol Unidentified Peaks 32.4 undetermined
Table S-13: HT-109 Jet Tentatively Identified s by GC-MS Tentatively Identified 6-Methyl-4-indanol 020294-32-0 23.87 83 0.6 alcohol 1H-Inden-5-ol, 2,3-dihydro- 001470-94-6 22.64 87 1.0 alcohol Propanal, 2-methyl-3- phenyl- 1000131-87-6 23.24 84 0.6 aldehyde Dodecane 000112-40-3 15.14 90 0.5 alkane 2,4-Dimethylstyrene 002234-20-0 15.88 91 0.6 aromatic tetrahydro- 000119-64-2 16.19 97 0.6 aromatic 1H-Indene, 2,3-dihydro-1,3- dimethyl- 004175-53-5 16.33 90 0.5 aromatic 1H-Indene, 2,3-dihydro-1,2- dimethyl- 017057-82-8 16.57 95 0.5 aromatic 1H-Indene, 2,3-dihydro-2,2- dimethyl- 020836-11-7 16.78 87 0.5 aromatic tetrahydro-2-methyl- 003877-19-8 17.27 96 0.7 aromatic 2-Ethyl-2,3-dihydro-1Hindene 056147-63-8 17.6 87 0.7 aromatic Octane, 3-methyl- 017057-82-8 17.88 93 0.5 aromatic Benzene, (1-methyl-1- butenyl)- 053172-84-2 18.68 90 0.5 aromatic Naphthalene, 6-ethyl- 1,2,3,4-tetrahydro- 022531-20-0 18.91 86 0.5 aromatic tetrahydro-6-methyl- 001680-51-9 19 98 0.8 aromatic tetrahydro-1,8-dimethyl- 025419-33-4 19.33 90 0.5 aromatic 1H-Indene, 2,3-dihydro- 1,1,3-trimethyl- 002613-76-5 19.42 93 0.6 aromatic Naphthalene, 2-ethyl- 1,2,3,4-tetrahydro- 032367-54-7 19.6 91 0.6 aromatic Naphthalene, 1-methyl- 000090-12-0 19.72 91 2.0 aromatic tetrahydro-5,7-dimethyl- 021693-54-9 20.8 90 0.9 aromatic Naphthalene, 1,6-dimethyl 000575-43-9 21.78 95 1.0 aromatic Naphthalene, 1,3-dimethyl- 000575-41-7 22.09 97 1.8 aromatic Naphthalene, 2,7-dimethyl- 000582-16-1 22.16 96 0.7 aromatic Naphthalene, 2,3-dimethyl- 000581-40-8 22.56 95 0.8 aromatic Naphthalene, 1,2-dimethyl- 000573-98-8 22.87 86 0.5 aromatic Naphthalene, 1,6,7- trimethyl- 002245-38-7 23.5 86 1.1 aromatic Benzene, hexamethyl- 000087-85-4 24.07 83 0.9 aromatic Naphthalene, 1,4,6- trimethyl- 002245-38-7 24.3 95 0.9 aromatic
Tentatively Identified Benzene, 1,2-diethyl-3,4- dimethyl- 054410-75-2 24.73 86 0.5 aromatic 1,1'-Biphenyl, 2-methyl- 000643-58-3 25.51 90 0.7 aromatic Benzene, 1-ethoxy-4-ethyl- 001585-06-4 21.53 86 1.6 ether Benzene, 1-methoxy-4-(1- methylpropyl)- 004917-90-2 22.72 70 2.1 ether 1,3-Benzodioxole, 5-propyl- 000094-58-6 22.81 70 0.8 ether Benzene, 2-methoxy-4- methyl-1-(1-methylethyl)- 001076-56-8 23.05 80 0.8 ether Benzene, 1-methoxy-4-(1- methylethyl)- 004132-48-3 20.48 86 0.9 ether Ethanone, 1-(2,5- dimethylphenyl)- 002142-73-6 23.58 81 0.5 ketone 4-Hydroxy-3- methylacetophenone 000876-02-8 21.45 89 1.8 ketone Ethanone, 1-(4- ethylphenyl)- 000937-30-4 23.36 70 1.3 ketone 1,3-Cyclopentadiene, 5,5- dimethyl-2-propyl- 1000163-57-0 20.87 86 3.5 olefin 6-tert-Butyl-2,4- dimethylphenol 001879-09-0 22.47 60 1.1 phenol Phenol 000108-95-2 15.63 97 2.4 phenol Phenol, 2-methyl- 000095-48-7 16.66 98 2.2 phenol Phenol, 2,6-dimethyl- 000576-26-1 17.05 95 0.8 phenol Phenol, 4-methyl- 000106-44-5 17.4 97 1.7 phenol Phenol, 3-methyl- 000108-39-4 17.45 96 2.9 phenol Phenol, 2-ethyl- 000090-00-6 18.24 97 3.9 phenol Phenol, 2,4-dimethyl- 000105-67-9 18.38 96 2.6 phenol Phenol, 2-(1-methylethyl)- 000088-69-7 18.48 90 1.2 phenol Phenol, 2,4,6-trimethyl- 000527-60-6 18.85 96 0.6 phenol Phenol, 3,5-dimethyl- 000108-68-9 19.13 95 1.5 phenol Phenol, 4-ethyl- 000123-07-9 19.19 95 1.4 phenol Phenol, 3-ethyl- 000620-17-7 19.24 95 2.4 phenol Phenol, 2,3,6-trimethyl- 002416-94-6 19.48 96 0.9 phenol Phenol, 2,3,5-trimethyl- 000697-82-5 19.84 86 1.7 phenol Phenol, 4-(1-methylpropyl)- 000099-71-8 19.97 78 0.5 phenol Phenol, 2-ethyl-5-methyl- 001687-61-2 20.05 87 1.2 phenol Phenol, 2-ethyl-6-methyl- 001687-64-5 20.11 93 2.3 phenol Phenol, 3-(1-methylethyl)- 000618-45-1 20.24 83 0.6 phenol Phenol, 2-methyl-5-(1- methylethyl)- 000499-75-2 20.32 81 0.6 phenol Phenol, 3,4,5-trimethyl- 000527-54-8 20.61 91 1.3 phenol Phenol, 3,4,5-trimethyl- 000527-54-8 20.7 90 0.7 phenol Phenol, 3-ethyl-5-methyl- 000698-71-5 20.76 91 0.8 phenol 2-Methyl-6-propylphenol 003520-52-3 21.16 94 1.5 phenol 3,4-Diethylphenol 000875-85-4 21.26 87 2.0 phenol
Tentatively Identified Phenol, 2-(1-methylpropyl)- 000089-72-5 21.62 80 1.3 phenol 2-Methyl-6-propylphenol 003520-52-3 21.69 93 1.1 phenol Phenol, 2-ethyl-4,5- dimethyl- 002219-78-5 21.85 95 1.0 phenol Phenol, diethyl- 026967-65-7 21.98 64 0.7 phenol Phenol, 3,5-diethyl- 001197-34-8 22.25 74 1.3 phenol 2-Ethyl-5-n-propylphenol 072386-20-0 22.94 93 1.3 phenol Phenol, 2-pentyl- 000136-81-2 23.18 70 0.7 phenol Phenol, 3-propyl- 001515-95-3 19.77 86 2.3 phenol Unidentified Peaks 16.1 undetermined
Table S-14: HT-109 Diesel Tentatively Identified s by GC-MS Tentatively Identified 5,8,11,14-Eicosatetraynoic acid 001191-85-1 32.01 83 1.0 acid Benzenebutanal, 2-methoxygamma, 4-dimethyl- 063646-90-2 26.16 59 0.6 aldehyde Tridecane 000629-50-5 24.96 92 1.0 alkane Tetradecane 000629-59-4 26.62 70 1.7 alkane Hexadecane 000544-76-3 28.22 90 1.4 alkane Benzene, 1,2-diethyl-2,3- dimethyl- 054410-75-2 23.17 64 0.7 aromatic Benzene, 1,2,4-triethyl-5- methyl- 019961-08-1 23.63 72 0.5 aromatic Naphthalene, 1,4,6- trimethyl- 002131-42-2 24.15 70 0.9 aromatic Benzene, ethylpentamethyl- 002388-04-7 24.68 64 0.9 aromatic Benzene, ethylpentamethyl- 002388-04-7 24.89 60 0.6 aromatic 1,1'-Biphenyl, 2-methyl- 000643-58-3 25.12 70 0.9 aromatic Octane, 3-methyl- 000605-39-0 25.92 83 1.1 aromatic 3,3'- Dimethylbiphenyl 000612-75-9 26.87 86 1.8 aromatic 1,1'-Biphenyl-3,4'-dimethyl- 007383-90-6 27.24 95 1.0 aromatic 4,4'-Dimethylbiphenyl 000613-33-2 27.36 64 2.0 aromatic Phenanthrene, 1,2,3,4- tetrahydro- 001013-08-7 27.71 70 2.0 aromatic Isopropylbiphenyl 025640-78-2 27.84 60 1.5 aromatic Phenanthrene 000085-01-8 28.09 60 0.8 aromatic Tricyclooct-3-ene, exo-6- methyl-7-phenyl- 1000142-97-8 28.7 86 0.9 aromatic Benzene, 1-methyl-3-[(4- methylphenyl)methyl]- 021895-16-9 29.04 60 1.1 aromatic Phenanthrene, 9-methyl- 000883-20-5 29.87 64 1.3 aromatic 1,1'-Biphenyl, 3,4-diethyl- 061141-66-0 30.04 68 1.0 aromatic Benzene, 1-(1-butenyl)-4- methoxy-, trans 018657-09-5 22.97 64 0.5 ether Benzene, 1-ethyl-4- methoxy- 001515-95-3 23.31 60 0.8 ether 1-Propanone, 1-(2,4- dimethylphenyl)- 035031-55-1 23.5 60 0.9 ketone 1-(2,3,4,5- Tetramethylphenyl)ethanone 034764-71-1 24.3 68 0.6 ketone 2,2-Dimethyl-1- acenaphthenone 1000129-22-2 29.44 78 1.3 ketone Unidentified Peaks 71.3 undetermined
Table S-15: HT-109 Gasoil Tentatively Identified s by GC-MS Tentatively Identified Nonadecane 000629-92-5 33.81 89 0.6 alkane Eicosane 000112-95-8 35.06 60 0.7 alkane Heptadecane, 2,6,10,15- tetramethyl- 054833-48-6 36.26 86 1.0 alkane Pentacosane 000629-99-2 41.92 64 1.4 alkane Heptacosane 000593-49-7 42.86 70 1.6 alkane Pyrene, 4-methyl- 003353-12-6 34.70 86 0.6 aromatic 4b,5,6,12- Tetrahydrochrysene 031570-60-2 36.12 83 1.1 aromatic 1,4-dimethyl-2-phenyl- Naphthalene 1000148-00-7 36.32 60 0.5 aromatic Benzo[c]phenanthrene, 1- methyl- 004076-39-5 39.25 60 1.3 aromatic Chrysene, 5-ethyl- 054986-62-8 40.61 64 0.8 aromatic Unidentified Peaks 90.3 undetermined
Table S-16: HT-140 Lights Tentatively Identified s by GC-MS Tentatively Identified Pentane 000109-66-0 3.92 90 3.3 alkane Cyclopentane 000287-92-3 4.26 87 4.9 alkane Hexane 000110-54-3 4.36 91 17.0 alkane Cyclopentane, methyl- 000096-37-7 4.66 91 10.0 alkane Hexane, 2-methyl- 000591-76-4 4.93 91 1.4 alkane Cyclohexane 000110-82-7 5.06 87 14.1 alkane Cyclohexane, methyl- 000108-87-2 5.7 97 11.3 alkane Cyclopentane, ethyl- 001640-89-7 5.82 91 3.4 alkane Heptane, 2-methyl- 000592-27-8 6.07 87 0.8 alkane Heptane, 4-methyl- 000589-53-7 6.11 93 0.5 alkane Heptane, 3-methyl- 000589-81-1 6.21 90 1.0 alkane Cyclohexane, 1,2-dimethyl- 000583-57-3 6.48 91 1.1 alkane Octane 000111-65-9 6.63 91 3.7 alkane Cyclopentane, 1-ethyl-2- methyl- 003726-46-3 6.69 96 0.5 alkane Cyclohexane, 1,4-dimethyl- 000589-90-2 6.99 97 0.7 alkane Cyclopentane, propyl- 002040-96-2 7.45 97 1.4 alkane Cyclohexane, ethyl- 001678-91-7 7.54 95 5.1 alkane Heptane, 2,4-dimethyl- 002213-23-2 7.82 80 0.5 alkane Nonane 000111-84-2 8.55 95 1.0 alkane Cyclohexane, propyl- 001678-92-8 9.53 97 3.4 alkane Benzene 000071-43-2 5.49 97 1.1 aromatic Toluene 000108-88-3 7.11 94 3.5 aromatic Ethylbenzene 000100-41-4 9.01 95 2.1 aromatic Benzene, 1,3-dimethyl- 000108-38-3 9.19 97 0.6 aromatic Benzene, propyl- 000103-65-1 11.05 91 1.2 aromatic Unidentified Peaks 6.3 undetermined
Table S-17: HT-140 Naphtha Tentatively Identified s by GC-MS Tentatively Identified Hexane 000110-54-3 4.36 91 4.5 alkane Cyclopentane, methyl- 000096-37-7 4.66 91 3.3 alkane Hexane, 2-methyl- 000591-76-4 4.93 91 0.8 alkane Cyclohexane 000110-82-7 5.07 81 7.5 alkane Cyclohexane, methyl- 000108-87-2 5.7 97 10.1 alkane Cyclopentane, ethyl- 001640-89-7 5.83 93 3.4 alkane Heptane, 2-methyl- 000592-27-8 6.06 76 1.1 alkane Heptane, 4-methyl- 000589-53-7 6.1 91 0.6 alkane Heptane, 3-methyl- 000589-81-1 6.21 90 1.2 alkane Hexane, 3-ethyl- 000619-99-8 6.25 91 0.5 alkane Cyclohexane, 1,2-dimethyl- 000583-57-3 6.48 91 1.4 alkane Hexane, 2,4-dimethyl- 000589-43-5 6.64 86 5.5 alkane Cyclopentane, 1-ethyl-2- methyl- 003726-46-3 6.7 96 0.6 alkane Cyclohexane, 1,2-dimethyl-, trans- 006876-23-9 6.86 97 0.6 alkane Cyclohexane, 1,4-dimethyl- 000589-90-2 6.99 97 1.1 alkane Cyclopentane, 1-ethyl-2- methyl-, cis- 000930-89-2 7.3 90 0.6 alkane Cyclopentane, propyl- 002040-96-2 7.45 96 2.4 alkane Cyclohexane, ethyl- 001678-91-7 7.54 95 8.7 alkane Heptane, 2,4-dimethyl- 002213-23-2 7.82 72 1.0 alkane Octane, 3-methyl- 002216-33-3 7.98 91 0.7 alkane Cyclopentane, 1-methyl-2- propyl- 003728-57-2 8.49 81 0.8 alkane Nonane 000111-84-2 8.56 95 2.5 alkane Cyclohexane, 1-ethyl-4- methyl-, trans- 006236-88-0 8.64 81 0.6 alkane Cyclohexane, (1- methylethyl)- 000696-29-7 9.36 87 0.5 alkane Cyclohexane, propyl- 001678-92-8 9.55 97 8.5 alkane Nonane, 3-methyl- 005911-04-6 10.11 91 0.5 alkane 1H-Indene, octahydro-, trans- 003296-50-2 10.34 96 0.5 alkane Cyclohexane, 1-methyl-2- propyl- 004291-79-6 10.66 90 0.6 alkane Decane 000124-18-5 10.74 81 1.0 alkane 1H-Indene, octahydro-, cis- 004551-51-3 11.19 98 0.8 alkane Cyclohexane, butyl- 001678-93-9 11.82 97 1.0 alkane Benzene 000071-43-2 5.49 97 0.8 aromatic Toluene 000108-88-3 7.11 94 5.0 aromatic Ethylbenzene 000100-41-4 9.02 95 4.6 aromatic
Tentatively Identified Benzene, 1,3-dimethyl- 000108-38-3 9.19 97 1.5 aromatic Benzene, 1,2-dimethyl- 000095-47-6 9.84 97 0.8 aromatic Benzene, propyl- 000103-65-1 11.05 91 3.4 aromatic Benzene, 1-ethyl-2-methyl- 000611-14-3 11.23 94 1.0 aromatic Indane 000496-11-7 13.27 87 0.7 aromatic Unidentified Peaks 9.1 undetermined
Table S-18: HT-140 Jet Tentatively Identified s by GC-MS Tentatively Identified Cyclohexane, methyl- 000108-87-2 5.69 97 0.7 alkane Octane 000111-65-9 6.63 91 1.0 alkane Cyclopentane, propyl- 002040-96-2 7.45 97 0.6 alkane Cyclohexane, ethyl- 001678-91-7 7.53 95 2.5 alkane Nonane 000111-84-2 8.55 94 1.6 alkane Cyclohexane, 1-ethyl-4- methyl-, trans- 006236-88-0 8.64 87 0.5 alkane Cyclohexane, propyl- 001678-92-8 9.54 97 7.0 alkane Nonane, 3-methyl- 005911-04-6 10.11 93 0.6 alkane 1H-Indene, octahydro-, trans- 003296-50-2 10.34 96 0.5 alkane Cyclohexane, 1-methyl-2- propyl- 004291-79-6 10.66 90 0.9 alkane Decane 000124-18-5 10.75 80 1.9 alkane 1H-Indene, octahydro-, cis- 004551-51-3 11.19 98 1.1 alkane Cyclohexane, butyl- 001678-93-9 11.81 97 2.2 alkane Naphthalene, decahydro-, trans- 000493-02-7 12.69 98 0.7 alkane Undecane 001120-21-4 12.97 90 1.7 alkane Cyclooctane, butyl- 016538-93-5 13.08 72 0.8 alkane Naphthalene, decahydro- 000091-17-8 13.8 98 0.5 alkane trans-decalin, 2-methyl- 1000152-47-3 13.9 96 0.6 alkane Cyclohexane, pentyl- 004292-92-6 14.11 93 2.4 alkane Dodecane 000112-40-3 15.14 76 1.7 alkane Cyclopentylcyclohexane 001606-08-2 15.7 96 0.9 alkane Cyclohexane, hexyl- 004292-75-5 16.32 90 1.3 alkane 1,1'-Bicyclohexyl 000092-51-3 18.14 81 0.6 alkane Heptylcyclohexane 005617-41-4 18.4 93 1.0 alkane Cyclohexane, 1,1'-(1,2- ethanediyl)bis- 003321-50-4 21.69 87 1.0 alkane Toluene 000108-88-3 7.1 94 0.6 aromatic Ethylbenzene 000100-41-4 9.01 95 2.1 aromatic Benzene, 1,3-dimethyl- 000108-38-3 9.19 95 0.8 aromatic Benzene, 1,2-dimethyl- 000095-47-6 9.85 95 0.5 aromatic Benzene, propyl- 000103-65-1 11.06 91 3.7 aromatic Benzene, 1-ethyl-2-methyl- 000611-14-3 11.24 94 1.2 aromatic Benzene, 1,2,3-trimethyl- 000526-73-8 12.09 95 0.5 aromatic Benzene, 1-methyl-3- propyl- 001074-43-7 13.22 94 1.6 aromatic Indane 000496-11-7 13.26 90 1.8 aromatic Benzene, butyl- 000104-51-8 13.37 93 1.2 aromatic
Tentatively Identified Benzene, 1-methyl-2- propyl- 001074-17-5 13.71 91 0.7 aromatic 1-Phenyl-1-butene 000824-90-8 14.3 90 1.1 aromatic Benzene, 1-methyl-4-(1- methylpropyl)- 001595-16-0 15.06 90 0.8 aromatic Benzene, 4-ethyl-1,2- dimethyl- 000934-80-5 15.27 70 0.7 aromatic Benzene, (2-methyl-1- butenyl)- 056253-64-6 15.38 91 0.5 aromatic 1H-Indene, 2,3-dihydro-5- methyl- 000874-35-1 15.51 95 0.8 aromatic Benzene, pentyl- 000538-68-1 15.57 95 0.8 aromatic 1H-Indene, 2,3-dihydro-4- methyl- 000824-22-6 15.88 94 1.0 aromatic tetrahydro- 000119-64-2 16.19 97 1.5 aromatic 1H-Indene, 2,3-dihydro-1,6- dimethyl- 017059-48-2 16.43 93 0.6 aromatic 1H-Indene, 2,3-dihydro-1,3- dimethyl- 004175-53-5 16.77 90 0.6 aromatic Naphthalene, 1-ethyl- 1,2,3,4-tetrahydro- 013556-58-6 17.19 83 0.8 aromatic tetrahydro-2-methyl- 003877-19-8 17.26 96 1.2 aromatic tetrahydro-1-methyl- 001559-81-5 17.45 92 2.2 aromatic 2-Ethyl-2,3-dihydro-1Hindene 056147-63-8 17.6 87 0.9 aromatic Benzene, hexyl- 001077-16-3 17.69 90 0.6 aromatic tetrahydro-6-methyl- 001680-51-9 18.28 96 1.3 aromatic Naphthalene, 5-ethyl- 1,2,3,4-tetrahydro- 042775-75-7 18.9 94 0.6 aromatic tetrahydro-5-methyl- 002809-64-5 18.99 96 0.7 aromatic tetrahydro-1,4-dimethyl- 004175-54-6 19.25 90 0.9 aromatic Benzene, 1-(1- methylethenyl)-3-(1- methylethyl)- 001129-29-9 19.32 90 0.7 aromatic tetrahydro-1,5-dimethyl- 021564-91-0 19.44 83 0.8 aromatic Naphthalene, 2-ethyl- 1,2,3,4-tetrahydro- 032367-54-7 19.59 96 0.6 aromatic Naphthalene, 2-methyl- 000091-57-6 19.7 95 0.7 aromatic tetrahydro-1,8-dimethyl- 025419-33-4 20.1 87 0.5 aromatic tetrahydro-6,7-dimethyl- 001076-61-5 20.81 96 0.6 aromatic (1,4-Dimethylpent-2- enyl)benzene 1000184-97-9 21.17 90 0.6 aromatic
Tentatively Identified Benzene, (2- cyclohexylethyl)- 001603-61-8 22.96 94 0.6 aromatic Cyclohexene, 1-butyl- 003282-53-9 12.26 90 0.8 olefin Phenol, 2-methyl- 000095-48-7 16.66 95 0.7 phenol Phenol, 2-ethyl-6-methyl- 001687-64-5 18.48 62 0.5 phenol Phenol, 2-ethyl-6-methyl- 001687-64-5 19.83 80 0.7 phenol Unidentified Peaks 26.0 undetermined
Table S-19: HT-140 Diesel Tentatively Identified s by GC-MS Tentatively Identified Hexadecane 000544-76-3 28.18 94 2.4 alkane Cyclohexane, 1,1'- methylenebis- 003178-23-2 23.43 83 2.1 alkane Cyclohexane, 1,1'-(1,2- ethanediyl)bis- 003321-50-4 28.87 78 1.3 alkane Tetradecane 000629-59-4 26.58 93 1.3 alkane Cyclohexane, 1,1'-(1,3- propanediyl)bis- 003178-24-3 25.34 87 1.1 alkane Tridecane 000629-50-5 24.91 60 0.9 alkane Heptylcyclohexane 005617-41-4 27.16 64 0.9 alkane Benzene, 1,2-bis(1-buten-3- yl)- 1000162-73-9 27.46 83 2.0 aromatic Phenanthrene, 1,2,3,4,5,6,7,8-octahydro- 005325-97-3 27.06 96 1.2 aromatic Bi-1,3,5-cycloheptatrien-1- yl 035393-05-6 27.28 60 1.1 aromatic Phenanthrene, 1,2,3,4- tetrahydro- 001013-08-7 27.68 64 1.1 aromatic Anthracene, 9-ethenyl- 002444-68-0 32.15 91 0.9 aromatic Benzene, 1-pentynyl- 004250-81-1 24.49 86 0.8 aromatic Benzene, (3- cyclopentylpropyl)- 002883-12-7 23.61 72 0.8 aromatic Pyrene, 1,2,3a,4,5- hexahydro- 005385-37-5 31.72 87 0.7 aromatic Fluoranthene 000206-44-0 33.04 92 0.6 aromatic 1,4,9-Decatriene, 1-phenyl-, (E,E)- 1000160-00-3 29.91 60 0.6 aromatic Phenanthrene, 9,10-dihydro- 1-methyl- 095676-48-5 26.92 68 0.5 aromatic Benzene, 1-cyclopenten-1- yl- 000825-54-7 23.68 70 0.5 aromatic 5,6,7,8-Tetrahydro-1-phenyl Naphthalene 067064-63-5 30.36 62 0.5 aromatic Cyclohexane, 2-propenyl- 002114-42-3 29.31 64 1.7 olefin 1,4-Cyclohexadiene, 3- ethenyl-1,2-dimethyl- 062338-57-2 26.5 87 0.6 olefin Unidentified Peaks 76.5 undetermined
Table S-20: HT-140 Gasoil Tentatively Identified s by GC-MS Tentatively Identified Hexadecane 000544-76-3 28.16 60 0.5 alkane Docosane 000629-97-0 38.48 60 1.4 alkane Eicosane 000112-95-8 35.02 62 1.5 alkane Heneicosane 000629-94-7 37.38 91 1.6 alkane Heptadecane, 2,6,10,15- tetramethyl- 054833-48-6 36.22 90 1.7 alkane Tetracosane 000646-31-1 39.54 64 2.5 alkane 1,4,9-Decatriene, 1-phenyl-, (E,E)- 1000160-00-3 29.72 78 0.5 aromatic Phenanthrene, 1,2,3,4,5,6,7,8-octahydro- 005325-97-3 27.06 93 0.6 aromatic Fluoranthene 000206-44-0 33.03 55 0.8 aromatic Pyrene, 4-methyl- 003353-12-6 34.66 50 0.8 aromatic Benzo[c]phenanthrene, 1- methyl- 004076-39-5 39.19 60 1.5 aromatic Unidentified Peaks 86.7 undetermined