KiOR Compositional Profile for CAS# 1267611

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‐ 7 GC/MS Summary for HDT Oil Study: PQ ‐ Characterization PQ ‐ Characterization Location: DEMO DEMO Client I.D.: Distillation Drum A Distillation Drum A Light Naphtha to 200 F Heavy Naptha to 257 F Analyst / Reviewer: DAS ‐ JHJ / Strobel DAS ‐ JHJ / Strobel Density (g/cm 3 ): 0.863 1.000 LIMS I.D.: o103441604 ‐ A o103441607 ‐‐ A GC/MS Quant. Compounds BioOil BioOil b ( ) CAS p C CH O mw wt. % wt. % Formaldehyde 50 ‐ 00 ‐ 0 ‐ 21 1 2 1 30.026 Acetaldehyde 75 ‐ 07 ‐ 0 20.2 2 4 1 44.05 1.76 0.72

Cyclohexane 110 ‐ 82 ‐ 7 80.74 6 12 0 84.16 Methyl Vinyl Ketone 78 ‐ 94 ‐ 4 81.4 4 6 1 70.09 4.35 Butanal 123 ‐ 72 ‐ 8 74.8 4 8 1 72.11 2 ‐ Butanone 78 ‐ 93 ‐ 3 79.64 4 8 1 72.11 5.07 2,5 ‐ Dihydrofuran 1708 ‐ 29 ‐ 8 67.4 4 6 1 70.0898 Acetic Acid 64 ‐ 19 ‐ 7 118.1 2 4 2 60.05 0.85

Benzene 71 ‐ 43 ‐ 2 80.1 6 6 0 78.11 4.04 0.01 Methyl Cyclohexane 108 ‐ 87 ‐ 2 101 7 14 0 98.18 1 ‐ hydroxy ‐ 2 ‐ propanone 116 ‐ 09 ‐ 6 145 ‐ 146 3 6 2 74.09 Propanoic Acid 79 ‐ 09 ‐ 4 141 3 6 2 74.08 0.30 Toluene 108 ‐ 88 ‐ 3 110.6 7 8 0 92.14 22.11 0.05 Ethyl Cyclohexane 1678 ‐ 91 ‐ 7 130 ‐ 132 8 16 0 112.21 2 ‐ Cyclopenten ‐ 1 ‐ one 930 ‐ 30 ‐ 3 5 6 1 82.1 0.05 1.05 Furfural 98 ‐ 01 ‐ 1 96.08 5 4 2 96.08 0.02 0.02 Eth lb 100 41 4 136 8 10 0 106 167 6 76 0 23 y enzene ‐ ‐ 106 . 167 . . (p+m) Xylene 106 ‐ 42 ‐ 3 138 8 10 0 106.16 25.23 1.56 108 ‐ 38 ‐ 3 139 8 10 0 106.16 Styrene 100 ‐ 42 ‐ 5 145 8 8 0 104.15 2.13 0.74 o ‐ Xylene 95 ‐ 47 ‐ 6 144 8 10 0 106.16 3.07 0.89 Isopropylbenzene (Cumene) 98 ‐ 82 ‐ 8 152 9 12 0 120.19 0.06 0.07 Propyl Cyclohexane 1678 ‐ 92 ‐ 8 155 9 18 0 126.24

n ‐ Propylbenzene 98 ‐ 82 ‐ 8 152 9 12 0 120.19 0.19 0.52

3 ‐ Ethyltoluene 620 ‐ 14 ‐ 4 158 ‐ 159 9 12 0 120.19 0.27 0.70 4 ‐ Ethyltoluene 622 ‐ 96 ‐ 8 162 9 12 0 120.19 2.15 7.22 1,3,5 ‐ Trimethylbenzene 108 ‐ 67 ‐ 8 164.7 9 12 0 120.19 0.02 0.09 2 ‐ Ethyltoluene 611 ‐ 14 ‐ 3 164 ‐ 165 9 12 0 120.19 0.03 0.17 Phenol 108 ‐ 95 ‐ 2 181 9 6 1 94.11 0.10 14.02 1,2,4 ‐ Trimethylbenzene 95 ‐ 63 ‐ 6 169 ‐ 171 9 12 0 120.19 0.46 2.67 Benzofuran 271 ‐ 89 ‐ 6 173 8 6 1 118.1 0.50 4.44 Isobutyl Benzene 538 ‐ 93 ‐ 2 170 10 14 0 134.22 0.05 1,2,3 ‐ Trimethylbenzene 526 ‐ 73 ‐ 8 175 ‐ 176 9 12 0 120.19 0.03 0.36 Indane 496 11 7 176 5 9 10 0 118 176 0 23 2 51 ‐ ‐ . 118 . 176 . . Indene 95 ‐ 13 ‐ 6 175 ‐ 185 9 8 0 116.16 0.25 3.33 2 ‐ Methylphenol (o ‐ cresol) 95 ‐ 48 ‐ 7 191.5 7 8 1 108.14 6.01 4 ‐ Methylphenol (p ‐ cresol) 106 ‐ 44 ‐ 5 201.8 7 8 1 108.14 0.94 3 ‐ Methylpheol (m ‐ cresol) 108 ‐ 39 ‐ 4 202.8 7 8 1 108.14 2.66 7 ‐ Methylbenzofuran 17059 ‐ 52 ‐ 8 196.1 9 8 1 132.16 1.71 2 ‐ Methylbenzofuran 4265 ‐ 25 ‐ 2 197 ‐ 198 9 8 1 132.16 2.43 2 ‐ Ethylphenol 90 ‐ 00 ‐ 6 195 ‐ 197 8 10 1 122.16 0.38 2,5 ‐ Dimethylphenol 95 ‐ 87 ‐ 4 212 8 10 1 122.16 1.67 1 ‐ Methylindene 767 ‐ 59 ‐ 9 199 10 10 0 130.19 1.63 2 ‐ Methylindene 2177 ‐ 47 ‐ 1 205.6 10 10 0 130.19 0.01 1.68

3 ‐ Ethylphenol 620 ‐ 17 ‐ 7 8 10 1 122.16 0.07 4 ‐ Ethylphenol 123 ‐ 07 ‐ 9 218 8 10 1 122.16 0.16 2,3 ‐ Dimethylphenol 526 ‐ 75 ‐ 0 217 8 10 1 122.16 0.09 3,4 ‐ Dimethylphenol 96 ‐ 65 ‐ 8 227 8 10 1 122.16 0.02 1,2 ‐ Benzenediol (catechol) 120 ‐ 80 ‐ 9 245 6 6 2 110.11 5 ‐ (Hydroxymethyl) furfural 67 ‐ 47 ‐ 0 6 6 3 126.11 1 ‐ Indanol 697 ‐ 64 ‐ 9 10 1 134 18

Indanol 3 . 3 ‐ Methyl ‐ 1,2 ‐ benzenediol 488 ‐ 17 ‐ 5 241 7 8 2 124.14 1,4 ‐ Benzenediol (hydroquinone) 123 ‐ 31 ‐ 9 285 6 6 2 110.11 1,3 ‐ Benzenediol (Resorcinol) 108 ‐ 46 ‐ 3 6 6 2 110.11

4 ‐ Methyl ‐ 1,2 ‐ benzenediol 452 ‐ 86 ‐ 8 251 7 8 2 124.14 Decahydronaphthalene (trans ‐ ) 493 ‐ 02 ‐ 7 185 10 18 0 138.25

Decahydronaphthalene (cis ‐ ) 493 ‐ 01 ‐ 6 193 10 18 0 138.25 Tetrahydronaphthalene 119 ‐ 64 ‐ 2 207 10 12 0 132.2 Naphthalene 91 ‐ 20 ‐ 3 218 10 8 0 128.17 1.33 2 ‐ Methylnaphthalene 91 ‐ 57 ‐ 6 241 ‐ 242 11 10 0 142.2 0.34 david.strobel Page 1 4/13/2011KiOR Compositional Profile for CAS# 1267611

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‐ 7 GC/MS Summary for HDT Oil Study: PQ ‐ Characterization PQ ‐ Characterization Location: DEMO DEMO Client I.D.: Distillation Drum A Distillation Drum A Light Naphtha to 200 F Heavy Naptha to 257 F Analyst / Reviewer: DAS ‐ JHJ / Strobel DAS ‐ JHJ / Strobel Density (g/cm 3 ): 0.863 1.000 LIMS I.D.: o103441604 ‐ A o103441607 ‐‐ A GC/MS Quant. Compounds BioOil BioOil b ( ) CAS p C CH O mw wt. % wt. % 1 ‐ Methylnaphthalene 90 ‐ 12 ‐ 0 240 ‐ 243 11 10 0 142.2 0.02 Eugenol 97 ‐ 53 ‐ 0 254 10 12 2 164.2 2 ‐ Ethylnaphthalene 939 ‐ 27 ‐ 5 251 ‐ 252 12 12 0 156.22 2,6 ‐ Dimethylnaphthalene 581 ‐ 42 ‐ 0 262 12 12 0 156.22 2,7 ‐ Dimethylnaphthalene 582 ‐ 16 ‐ 1 263 12 12 0 156.22 1 ‐ Naphthalenol 90 ‐ 15 ‐ 3 278 ‐ 280 10 8 1 144.17 2 ‐ Naphthalenol 135 ‐ 19 ‐ 3 285 ‐ 286 10 8 1 144.17 Acena p hth lene 208 ‐ 96 ‐ 8 280 12 8 0 152.19 y Levoglucosan 498 ‐ 07 ‐ 7 6 10 5 162.14 Acenaphthene 83 ‐ 32 ‐ 9 279 12 10 0 154.21 Fluorene 86 ‐ 73 ‐ 7 298 13 10 0 166.22 Phenanthrene 85 ‐ 01 ‐ 8 340 14 10 0 178.23

Anthracene 120 ‐ 12 ‐ 7 340 14 10 0 178.23 Fluoranthene 206 ‐ 44 ‐ 0 384 16 10 0 202.25 Pyrene 129 ‐ 00 ‐ 0 404 16 10 0 202.25 Benz[a]anthracene 56 ‐ 55 ‐ 3 437.6 18 12 0 228.29 Ch 218 01 9 448 18 12 0 228 29

rysene ‐ ‐ . Benzo[b]fluoranthene 205 ‐ 99 ‐ 2 20 12 0 252.31 Benzo[k]fluoranthene 207 ‐ 08 ‐ 9 480 20 12 0 252.31 Benzo[a]pyrene 50 ‐ 32 ‐ 8 495 20 12 0 252.31 Indeno[123 ‐ cd]pyrene 193 ‐ 39 ‐ 5 497.1 22 12 0 276.33 Dibenz[a,h]anthracene 53 ‐ 70 ‐ 3 524 22 14 0 278.35 Benzo[ghi]perylene 191 ‐ 24 ‐ 2 > 500 22 12 0 276.33 GC/MS Semi ‐ Quant. Compounds CAS bp (C) C H O mw wt. % wt. % 2 ‐ Methylbenzaldehyde 529 ‐ 20 ‐ 4 199 8 8 1 120.06 2,3 ‐ Dihydrobenzofuran 496 ‐ 16 ‐ 2 188 8 8 1 120.06 2 ‐ Ethyl ‐ 5 ‐ methylphenol 1687 ‐ 61 ‐ 2 9 12 1 136.09 2,2' ‐ Bifuran 5905 ‐ 00 ‐ 0 8 6 2 134.04 1H ‐ Indenol 56631 ‐ 57 ‐ 3 9 8 1 132.06 1,3 ‐ Dimethylindene 2177 ‐ 48 ‐ 2 11 12 0 144.09 0.69 Retene 483 ‐ 65 ‐ 8 390 18 18 0 234.34

david.strobel Page 2 4/13/2011