Pankow JF, Luo W, Melnychenko AN, Barsanti, KC, Isabelle LM, Chen C, Guenther AB, Rosenstiel TN.

Transcript

1 Supplementary Materials for the article Volatilizable biogenic organic compounds (VBOCs) with two dimensional gas chromatography-time of flight mass spectrometry (GC GC-TOFMS): Sampling methods, VBOC complexity, and chromatographic retention data. Pankow JF, Luo W, Melnychenko AN, Barsanti, KC, Isabelle LM, Chen C, Guenther AB, Rosenstiel TN. Atmospheric Measurement Techniques, Table S1. First dimension retention index (I 1 ) and second dimension retention ratio (R 2 ) for the 21 standard compounds (boldface) and for 417 other tentatively identified compounds in four sample chromatograms. Isomers that could not be differentiated are italicized. compound CAS Number I 1 R 2 alkanes, alkenes, alkynes, arenes butane, 2-methyl pentane cyclopropane, 1,2-dimethyl -, cis isoprene butene, 3-methyl cyclopropane, 1,1-dimethyl pentene ,3-cycl opentadiene cycl opropane, ethyl pentane, 2-methyl pentane, 3-methyl cyclopropane, 1-ethyl-2-methyl-, cis hexane cyclobutane, 1,2-bis(methylene) i s opropenylcycl opropane hexane, 2-methyl cycl opentane, methyl pentane, 2,4-dimethyl ,4-hexa diene, (Z) hexene, 4,5-dimethyl cyclohexane benzene hexane, 3-methyl heptanes hexane, 2,2-dimethyl cycl ohexane, methyl heptane, 2-methyl hexane, 2,4-dimethyl cycl opentane, ethyl hexane, 2,5-dimethyl toluene pentane, 3-ethyl -2,2-dimethyl cyclohexane, 1,2-dimethyl-, cis octene, (E) octane heptane, 2,5-dimethyl cycl ohexane, ethyl hexane, 3-ethyl heptane, 3-ethyl ethyl benzene m-xyl ene + p-xyl ene ; cyclooctane, methyl

2 compound CAS Number I 1 R 2 nonane cis-1-ethyl-3-methyl-cyclohexane s tyrene o-xyl ene a,4,5,6,7,7a-hexahydro-4,7-methanoindene nonane, 3-methyl cumene heptane, 3-ethyl -2-methyl octen-5-yne, 2,7-dimethyl-, (E) octen-5-yne, 2,7-dimethyl-, (Z) nonane, 2-methyl benzene, propyl dehydrosabinene benzene, 1-ethyl -2-methyl benzene, 1-ethyl -4-methyl decene benzene, 1,3,5-trimethyl deca ne etha nol, 2-(2-ethoxyethoxy) benzene, 1-ethyl -3-methyl ,6-dimethyl-1,3,5,7-octatetraene, E,E- (or an isomer)) ,6-dimethyl-1,3,5,7-octatetraene, E,E - (or an isomer) benzene, 1,2,4-trimethyl benzene, 2-propenyl deca ne, 4-methyl nonane, 2,6-dimethyl benzene, 1-ethenyl-3-methyl benzene, butyl benzene, 1-methyl-2-propyl benzene, 1-methyl-4-(1-methylethenyl)- (or an isomer) cyclohexene, 3-methyl-6-(1-methylethyl) p-cymene cycl ohexane, propyl cyclohexane, (1-methylpropyl) benzene, 1,2,3-trimethyl benzene, 1-ethyl -3,5-dimethyl ,6-octadiene, 2,6-dimethyl benzene, 1,3-diethyl indane deca ne, 3-methyl benzene, 1-methyl-3-propyl benzene, 1,4-diethyl benzene, 2-ethyl -1,4-dimethyl benzene, 1-propynyl benzene, 1-methyl-4-propyl undecane benzene, 1-ethyl -2,4-dimethyl benzene, (2-methyl-1-propenyl) benzene, 1-methyl-3-(1-methylethyl ) benzene, 1-methyl-4-(1-methylethenyl)- (or an isomer) undecane, 2,6-dimethyl benzene, 1-methyl-4-(2-propenyl ) deca ne, 2-methyl decane, 2,6,6-trimethyl ,6-dimethyl-1,3,5,7-octatetraene, E,E- (or an isomer) benzene, 4-ethyl -1,2-dimethyl undecane, 3-methyl- (or an isomer)

3 compound CAS Number I 1 R 2 benzene, 1,3-diethenyl naphthalene, decahydro-2-methyl cycl ohexane, pentyl benzene, 1,2,4,5-tetramethyl benzene, 1,2,3,5-tetramethyl ,2,3,4,5,8-hexa hydronaphthalene benzene, 2-ethyl -1,3-dimethyl benzene, 1,2-diethenyl undecane, 2-methyl benzene, 1-methyl-4-(1-methylpropyl) ,6-dimethyl-1,3,5,7-octatetraene, E,E- (or an isomer) decane, 2,9-dimethyl methyl decahydronaphthalene bicyclo[3.2.1]oct-2-ene, 3-methyl-4-methyl ene undecane, 3-methyl- (or an isomer) benzene, 1-methyl-4-(2-methylpropyl) h-indene, 2,3-dihydro-5-methyl benzene, pentyl benzene, 1-methyl-2-(2-propenyl ) h-indene, 2,3-dihydro-4-methyl dodecene benzene, 1,3-diethyl-5-methyl benzene, 1-methyl-2-(1-methylethyl ) naphthalene, 1,2-dihydro dodecane cyclohexane, 1-methyl-4-(1-methyl butyl) decane, 2,6,7-trimethyl h-indene, 2,3-dihydro-1,6-dimethyl h-indene, 2,3-dihydro-1,1-dimethyl benzene, 1,3-dimethyl-5-(1-methylethyl) h-indene, 2,3-dihydro-1,3-dimethyl undecane, 5-ethyl benzene, 1-ethyl -4-(1-methylethyl) naphthalene benzene, 1-methyl-3-(1-methyl-2-propenyl) cycl ohexane, hexyl decane, 2,3,4-trimethyl dodecane, 3-methyl benzene, (1,3-dimethylbutyl) methyl -1,2,3,5,8,8a-hexahydronaphthalene h-indene, 2,3-dihydro-4,7-dimethyl tri decane h-indene, 1,1-dimethyl naphthalene, 1,2,3,4-tetrahydro-6-methyl naphthalene, 1,2,3,4-tetrahydro-5-methyl decene, 8-methyl ,4,6-trimethyl-1,3,6-heptatriene naphthalene, 2-methyl naphthalene, 1,2,3,4-tetrahydro-1,4-dimethyl tri decane, 3-methyl naphthalene, 1-methyl benzene, (2,2-dimethylbutyl) tetradecene, (Z) tetradecane biphenyl naphthalene, 2-ethyl ,6,10-dodecatriene, 7,11-dimethyl-3-methylene-, (E)

4 compound CAS Number I 1 R 2 naphthalene, 2,3-dimethyl naphthalene, 1,4-dimethyl pentadecane ,8-cycl opentadecadiyne C 16 isomer n/a di phenylmethane naphthalene, 1,2,3,4-tetrahydro-1,1-dimethyl naphthalene, 1,2,3,4-tetrahydro-1,6-dimethyl -4-(1- methyl ethyl )-, (1s-cis) α-calacorene hexadecane C 17 isomer n/a heptadecane heptadecane, 2,6-dimethyl heptadecane, 2-methyl nonadecene octadecane C 19 isomer n/a hexadecane, 2,6,10,14-tetramethyl octadecane, 2-methyl nona decane alcohols, ketones, aldehydes, furans 2-propenal i s opropyl alcohol propanal a cetone furan propanal, 2-methyl methacrolein ,3-dihydrofuran ,3-butanedione butanal methyl vi nyl ketone buta none furan, 2-methyl furan, 3-methyl butenal, (E) butanal, 3-methyl butanal, 2-methyl penten-3-ol pentanone penten-3-one pentanal cycl opentanol methyl isobutyl ketone pentanone, 2-methyl hexa none butanedial butenal, 3-methyl hexenal, (Z) hexa nal penten-2-one, 4-methyl furaldehyde hexen-1-ol, (Z) pentanone, 3-methyl hexenal, (E)

5 compound CAS Number I 1 R 2 1-hexa nol hexen-2-one, 5-methyl-3-methyl ene heptanone heptanone heptanol heptanal cycl ohexanone butene-1,4-diol butyrolactone (5h)-furanone ,5-furandione, dihydro-3-methyl ene heptanone, 6-methyl hexanal, 2-ethyl heptanol heptenal, (Z) octen-3-ol octen-3-one heptanone, 5-methyl hepten-2-one, 6-methyl octanone methyl -3-cyclohexen-1-one octanal hexa nol, 2-ethyl octa nol octenal, (E) ,6-octadienal, 3,7-dimethyl -, (E) octen-2-ol, 2,6-dimethyl (3h)-furanone, 5-ethyldihydro nonanone nonanol nonanal ,7-octadien-3-one, 2-methyl-6-methylene a cetyl -1-methylcyclohexene ,5,7-octatrien-3-ol, 2,6-dimethyl nonanol ,6-octadienal, 3,7-dimethyl deca nal etha none, 1-(4-methylphenyl) (3h)-furanone, 5-butyl dihydro undecanone undecanal undecanol dodecanal ,9-undecadien-2-one, 6,10-dimethyl-, (E) tetradecanal pentadecanal hexadecanal butanol, 3-(2,2-dimethyl propoxy) ethers, carboxylic acids, esters ethene, ethoxy acetic acid, methyl ester ethyl acetate formi c a cid, propyl ester propenoic a cid, 2-methyl-, methyl ester formic acid, butyl ester butanoic acid, 3-methyl-, methyl ester

6 compound CAS Number I 1 R 2 acetic acid, butyl ester pentanol, acetate butenoic acid, 3-methyl-, methyl ester propen-1-ol, 2-methyl-, acetate butenoic acid, 2-methyl-, methyl ester butanol, 3-methyl-, acetate etha nol, 2-butoxy acetic acid, pentyl ester buten-1-ol, 3-methyl-, acetate hexanoic acid pentenoic acid, 3-methyl-, methyl ester hexen-1-ol, acetate, (Z) acetic acid, hexyl ester hexanoic acid, 4-methylene-, methyl ester oxalic acid, bis(isobutyl) ester n/a butoxyethyl acetate acetic acid, octyl ester nonanoic acid acetic acid, nonyl ester acetic acid, 1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester decenoic acid, methyl ester, (E) ,6-octadienoic acid, 3,7-dimethyl-, methyl ester n-decanoic acid ,6-octadien-1-ol, 3,7-dimethyl -, acetate, (Z) propa noic a cid, 2-methyl -, 2,2-dimethyl-1-(2-hydroxy-1- methyl ethyl )propyl ester propanoic a cid, 2-methyl -, 3-hydroxy-2,4,4-trimethyl pentyl ester propenoic a cid, 3-phenyl-, methyl ester dodecanoic acid propanoic a cid, 2-methyl -, 1-(1,1-dimethylethyl)-2-methyl- 1,3-propa nediyl ester octane, 1,1'-oxybis Z-11-tetradecenoic acid n-hexadecanoic acid oxygenated aromatics oxepine, 2,7-dimethyl benzaldehyde benzeneacetaldehyde, α-methyl hydroxyphenylacetylene benzeneacetaldehyde a cetophenone benzaldehyde, 3-methyl benzenemethanol,α,α-dimethyl benzoic acid, methyl ester phenylethyl alcohol acetic acid, phenylmethyl ester benzaldehyde, 4-ethyl benzenemethanol, α,α,4-trimethyl benzaldehyde, 2,5-dimethyl cinnamaldehyde, (E) phenol, 2,4,6-trimethyl methyl salicylate benzoic acid, 3-methyl -, methyl ester propenal, 3-phenyl benzene, 2-methoxy-4-methyl-1-(1-methylethyl)

7 compound CAS Number I 1 R 2 benzoic acid, 4-methyl -, methyl ester etha nol, 2-phenoxy benzenepropanol acetic acid, 2-phenylethyl ester propiophenone, 2'-methyl penten-2-one, 5-phenyl benzoic acid, 4-acetyl -, methyl ester di ethyl phthalate benzophenone ,2-benzenedicarboxylic acid, bis(2-methylpropyl) ester monoterpenes bicyclo[2.2.1]hept-2-ene, 1,7,7-trimethyl thujene α-pinene camphene s a binene myrcene β-pinene α-phellandrene isomer n/a Δ 3 -carene cyclohexene, 4-methyl-3-(1-methylethylidene) γ-terpinene (or an isomer) limonene α-phellandrene γ-terpinene (or an isomer) terpinolene oxygenated monoterpenes eucalyptol d-verbenol (or an isomer) linalool d-verbenol (or an isomer) α-pinene epoxide cyclohexen-1-ol, 1-methyl-4-(1-methylethenyl)-, trans- (or an isomer) cyclohexen-1-ol, 1-methyl-4-(1-methylethenyl)-, trans- (or an isomer) limonene oxide, cis cis-verbenol d-verbenol (or an isomer) bicyclo[3.1.0]hexan-3-ol, 4-methylene-1-(1-methylethyl)-, (1α,3α,5α) bicyclo[3.1.1]heptan-3-ol, 6,6-dimethyl-2-methylene-, [1s- (1α,3α,5α)] (1R)-(+)-nopinone menthone camphor menthol borneol bicyclo[3.1.1]heptan-3-one, 2,6,6-trimethyl (10)-pinen-3-one, (±) terpinenol bicyclo[3.3.0]oct-2-en-7-one, 6-methyl- n/a cyclohexanol, 2-methylene-5-(1-methylethenyl) pinocamphone

8 compound CAS Number I 1 R 2 terpineol estragole myrtenol cryptone myrtanal myrtena l cis-carveol fenchyl acetate verbenone ca rvone ca rvomenthenone α-thujenal bi cyclo[3.1.0]hex-3-en-2-ol, 2-methyl-5-(1-methyl ethyl)-, (1α,2α,5α) trans -pinocarvyl acetate myrtenyl acetate sesquiterpenes α-cubebene α-longipinene copaene β-cubebene (or an isomer) cyclohexane, 1-ethenyl-1-methyl-2,4-bis(1-methylethenyl) β-bourbonene longicyclene i s oledene n/a δ-elemene i s ocaryophyllene β-pa tchoulene cis-α-bisabolene aromadendrene isomer n/a longifolene α-cedrene caryophyllene (Z,Z)- α -farnesene n/a aromadendrene humulene α-farnesene germacrene D (or an isomer) α-muurolene β-cubebene (or an isomer) (Z)-α-farnesene α-amorphene (Z,E)-α-farnesene calarene cl ovene δ-candinene germacrene D (or an isomer) santalene naphthalene, 1,2,3,4,4α,7-hexahydro-1,6-dimethyl-4-(1- methyl ethyl ) oxygenated sesquiterpenes longipinocarvone (or an isomer) caryophyllene oxide (or an isomer) caryophyllene oxide (or an isomer) germacrone

9 compound CAS Number I 1 R 2 longipinocarvone (or an isomer) caryophyllene oxide (or an isomer) humulene epoxide tetracyclo[ (2,5).0(1,8)]tridecan-9-ol, 4,4-dimethyl- n/a caryophyllene oxide (or an isomer) trans -Z-α-bisabolene epoxide S-,N-containing di methyl s ulfide carbon disulfide di s ulfide, dimethyl pentanenitrile, 4-methyl benzonitrile benzothiazole benzene, 2,4-diisocyanato-1-methyl Br-,Cl-,F-,I-containing tri chl oromonofluoromethane methylene chloride ethane, 1,1,2-trichloro-1,2,2-trifluoro tri chl oromethane ethane, 1,2-dichloro carbon tetrachloride tetrachloroethylene benzene, 1-chloro-4-(trifluoromethyl) benzene, 1,3-dichloro

10 Table S2. Positively identified compounds (boldface) and tentatively identified compounds in an ATD analysis of air from a field branch enclosure of Calycolpus moritzianus (see GCxGC-TOFMS chromatogram in Figure 3). All peaks met the peak selection criteria. Isotope Ave. Retention Times Name CAS Formula MW (seconds) Peak Area alkanes, alkenes, alkynes, arenes 1 1-propene, 2-methyl C4H , butene, (Z) C4H , isoprene C5H , cyclopentene C5H , cyclopropane, ethyl C5H , butene, 3-methyl C5H , benzene C6H , hexene, (Z) C6H , cyclopentane, methyl C6H , pentane, 2-methyl C6H , hexane C6H , toluene C7H , heptane C7H , phenylethyne C8H , styrene C8H , p-xylene C8H , o-xylene C8H , octene C8H , cumene C9H , benzene, propyl C9H , benzene, 1-ethyl-3-methyl C9H , cumene C9H , cyclohexene, 3,3,5-trimethyl C9H , cyclohexene, 3,5,5-trimethyl C9H , nonane C9H , naphthalene C10H , benzene, 1-methyl-4-(1-methylethenyl) C10H , dehydrosabinene C10H ,

11 29 p-cymene C10H , decane C10H , cyclohexane, 2-ethenyl-1,1-dimethyl-3-methylene C11H , octane, 2,5,6-trimethyl C11H , nonane, 2,6-dimethyl C11H , undecane C11H , biphenyl C12H , decane, 2,6,6-trimethyl C13H , tridecane C13H , pentadecane C13H , tetradecane C14H , naphthalene, 1,6-dimethyl-4-(1-methylethyl) C15H , isolongifolene, 4,5,9,10-dehydro C15H , α-calacorene C15H , β-calacorene C15H , hexadecane C16H , alcohols, ketones, aldehydes, furans 45 2-propenal C3H4O , acetone C3H6O , maleic anhydride C4H2O , furan C4H4O , methacrolein C4H6O , butyrolactone C4H6O , butanal C4H8O , furfural C5H4O , furan, 2-methyl C5H6O , (5h)-furanone, 5,5-dimethyl C6H8O , hexanal C6H12O , hexen-1-ol, (Z) C6H12O , hepten-3-one C7H12O , heptanone C7H14O , heptanone C7H14O , heptanal C7H14O ,

12 61 1-heptanol C7H16O , hepten-2-one, 6-methyl C8H14O , octen-3-ol C8H16O , octanal C8H16O , hexanol, 2-ethyl C8H18O , octanol C8H18O , cyclohexanone, 3,3,5-trimethyl C9H16O , cyclohexanol, 3,3,5-trimethyl-, cis C9H18O , nonanal C9H18O , decanal C10H20O , undecanal C11H22O , ethers, carboxylic acids, esters 72 acetic acid C2H4O , isopropyl myristate C17H34O , oxygenated aromatics 74 phenol C6H6O , benzaldehyde C7H6O , benzenecarboxylic acid C7H6O , benzyl alcohol C7H8O , benzofuran C8H6O , ,2-benzenedicarboxylic acid C8H6O , acetophenone C8H8O , benzoic acid, methyl ester C8H8O , methyl salicylate C8H8O , phenylmaleic anhydride C10H6O , phenol, 2-ethyl-4,5-dimethyl C10H14O , dibenzofuran C12H8O , benzophenone C13H10O , ethanedione, diphenyl C14H10O , ethylhexyl salicylate C15H22O , homomenthyl salicylate C16H22O ,

13 monoterpenes 90 thujene C10H , α-pinene C10H , camphene C10H , β-pinene C10H , myrcene C10H , α-phellandrene C10H , γ-terpinene C10H , limonene C10H , ocimene C10H , β-phellandrene C10H , oxygenated monoterpenes 100 eucalyptol C10H18O , linalool C10H18O , terpineol C10H18O , terpineol C10H18O , sesquiterpenes 104 δ-candinene C15H , α-gurjunene C15H , calamenene C15H , valencene C15H , α-cubebene C15H , copaene C15H , aromadendrene isomer n/a C15H , isocaryophyllene C15H , caryophyllene C15H , aromadendrene C15H , aromadendrene isomer n/a C15H , humulene C15H , α-selinene C15H ,

14 oxygenated sesquiterpenes 117 palustrol C15H26O , S- or N-containing 118 carbon disulfide CS , dimethyl sulfone C2H6O2S , disulfide, dimethyl C2H6S , propenenitrile C3H3N , thiophene C4H4S , h-pyrrole-2,5-dione C4H3NO , thiophene, 2-methyl C5H6S , thiophene, 3-methyl C5H6S , furancarbonitrile C5H3NO , thiophene, 2-ethyl C6H8S , benzonitrile C7H5N , benzothiazole C7H5NS , h-isoindole-1,3(2h)-dione C8H5NO , ,3,5-triazine-2,4-diamine, 6-phenyl C9H9N , diethyltoluamide C12H17NO , Br-, Cl-, F-, or I-containing 133 trichloromethane CHCl , methylene chloride CH2Cl , methane, chloro CH3Cl , methane, bromo CH3Br , methane, iodo CH3I , tetrachloroethylene C2Cl , ,1-dichloro-1-fluoroethane C2H3Cl2F , benzene, 1,3,5-trifluoro C6H3F , benzene, 1,4-dichloro C6H4Cl , benzene, chloro C6H5Cl , total number of compounds meeting the peak selection criteria 15 compounds positively identified 127 compounds tentatively identified

15 Table S3. Positively identified compounds (boldface) and tentatively identified compounds in an SPME analysis using cleaned lab air ("CLA") passing over a sample of Cedrus atlantica (see GCxGC-TOFMS chromatogram in Figure 4 ). All peaks met the peak selection criteria. Isotope Ave. Retention Times Name CAS Formula MW (seconds) Peak Area alkanes, alkenes, alkynes, arenes 1 benzene C6H , toluene C7H , styrene C8H , octene, (E) C8H , ethylbenzene C8H , benzene, 1-ethyl-4-methyl C9H , benzene, 1,3,5-trimethyl C9H , benzene, 1,2,4-trimethyl C9H , nonane C9H , naphthalene C10H , benzene, 1,3-diethenyl C10H , benzene, 1,2-diethenyl C10H , benzene, 1-methyl-4-(1-methylethenyl) C10H , benzene, 1-ethenyl-4-ethyl C10H , dehydrosabinene C10H , p-cymene C10H , ,6-octadiene, 2,6-dimethyl C10H , decane C10H , naphthalene, 1-methyl C11H , undecane C11H , dodecane C12H , tridecane C13H , tetradecane C14H , pentadecane C15H , hexadecane C16H , heptadecane C17H , octadecane C18H , nonadecane C19H ,

16 alcohols, ketones, aldehydes, furans 29 propanal C3H6O , acetone C3H6O , (5h)-furanone C4H4O , methacrolein C4H6O , ,3-dihydrofuran C4H6O , methyl vinyl ketone C4H6O , butenal, (E) C4H6O , butanedial C4H6O , butyrolactone C4H6O , ethene, ethoxy C4H8O , butanal C4H8O , butanone C4H8O , butene-1,4-diol C4H8O , ,5-furandione, dihydro-3-methylene C5H4O , butenal, 3-methyl C5H8O , pentanal C5H10O , hexanal C6H12O , pentanone, 3-methyl C6H12O , ethanol, 2-(2-ethoxyethoxy) C6H14O , methyl-3-cyclohexen-1-one C7H10O , heptenal, (Z) C7H12O , heptanal C7H14O , hexen-2-one, 5-methyl-3-methylene C8H12O , octen-3-one C8H14O , hepten-2-one, 6-methyl C8H14O , octenal, (E) C8H14O , hexanal, 2-ethyl C8H16O , octanal C8H16O , hexanol, 2-ethyl C8H18O , ethanone, 1-(4-methylphenyl) C9H10O , nonanal C9H18O , butanol, 3-(2,2-dimethylpropoxy) C9H20O , decanal C10H20O ,

17 62 undecanal C11H22O , dodecanal C12H24O , tetradecanal C14H28O , pentadecanal C15H30O , hexadecanal C16H32O , ethers, carboxylic acids, esters 67 formic acid, propyl ester C4H8O , formic acid, butyl ester C5H10O , propen-1-ol, 2-methyl-, acetate C6H10O , hexanoic acid C6H12O , nonanoic acid C9H18O , n-decanoic acid C10H20O , dodecanoic acid C12H24O , oxygenated aromatics 74 benzaldehyde C7H6O , acetophenone C8H8O , cinnamaldehyde, (E) C9H8O , propenal, 3-phenyl C9H8O , benzaldehyde, 4-ethyl C9H10O , benzaldehyde, 2,5-dimethyl C9H10O , benzoic acid, methyl ester C8H8O , ethanol, 2-phenoxy C8H10O , monoterpenes 82 α-pinene C10H , camphene C10H , β-pinene C10H , α-phellandrene C10H , limonene C10H , β-phellandrene C10H , γ-terpinene C10H , terpinolene C10H ,

18 oxygenated monoterpenes 90 2(10)-pinen-3-one, (+/-) C10H14O , myrtenal C10H14O , l-trans-pinocarveol C10H16O , pinocamphone C10H16O , terpineol C10H18O , sesquiterpenes 95 copaene C15H , β-bourbonene C15H , caryophyllene C15H , (Z,Z)-α-farnesene n/a C15H , humulene C15H , α-muurolene C15H , oxygenated sesquiterpenes 101 caryophyllene oxide C15H24O , S- or N-containing 102 benzonitrile C7H5N , total number of compounds meeting the peak selection criteria 10 compounds positively identified 92 compounds tentatively identified

19 Table S4. Positively identified compounds (boldface) and tentatively identified compounds in an SPME analysis using uncleaned lab air ("ULA") passing over a sample of Cedrus atlantica (see GCxGC-TOFMS chromatogram in Figure 5 ). All peaks met the peak selection criteria. Isotope Ave. Retention Times Name CAS Formula MW (seconds) Peak Area alkanes, alkenes, alkynes, arenes 1 isoprene C5H , benzene C6H , cyclobutane, 1,2-bis(methylene) C6H , isopropenylcyclopropane C6H , toluene C7H , styrene C8H , ethylbenzene C8H , ; 8 m -xylene; p- xylene C8H , o-xylene C8H , octene, (E) C8H , octane C8H , benzene, 1-propynyl C9H , benzene, 2-propenyl C9H , indane C9H , cumene C9H , benzene, propyl C9H , benzene, 1-ethyl-2-methyl C9H , benzene, 1-ethyl-4-methyl C9H , benzene, 1,3,5-trimethyl C9H , benzene, 1,2,4-trimethyl C9H , benzene, 1,2,3-trimethyl C9H , nonane C9H , naphthalene C10H , benzene, 1,3-diethenyl C10H , benzene, 1,2-diethenyl C10H , naphthalene, 1,2-dihydro C10H , benzene, 1-ethenyl-3-ethyl C10H , benzene, 1-methyl-2-(1-methylethenyl) C10H ,

20 29 benzene, 1-methyl-4-(2-propenyl) C10H , h-indene, 2,3-dihydro-5-methyl C10H , benzene, 1-methyl-2-(2-propenyl) C10H , dehydrosabinene C10H , ,6-dimethyl-1,3,5,7-octatetraene, E,E C10H , ,6-dimethyl-1,3,5,7-octatetraene, E,E C10H , benzene, butyl C10H , p-cymene C10H , benzene, 1,3-diethyl C10H , benzene, 1-methyl-3-propyl C10H , benzene, 1,4-diethyl C10H , benzene, 1-ethyl-2,4-dimethyl C10H , ,6-dimethyl-1,3,5,7-octatetraene, E,E C10H , benzene, 4-ethyl-1,2-dimethyl C10H , ,2,3,4,5,8-hexahydronaphthalene C10H , benzene, 2-ethyl-1,3-dimethyl C10H , ,6-dimethyl-1,3,5,7-octatetraene, E,E C10H , bicyclo[3.2.1]oct-2-ene, 3-methyl-4-methylene C10H , benzene, 1-methyl-2-(1-methylethyl) C10H , octen-5-yne, 2,7-dimethyl-, (E) C10H , ,4,6-trimethyl-1,3,6-heptatriene C10H , cyclohexene, 3-methyl-6-(1-methylethyl) C10H , ,6-octadiene, 2,6-dimethyl C10H , nonane, 2-methyl C10H , decane C10H , naphthalene, 2-methyl C11H , naphthalene, 1-methyl C11H , h-indene, 1,1-dimethyl C11H , h-indene, 2,3-dihydro-1,6-dimethyl C11H , h-indene, 2,3-dihydro-1,1-dimethyl C11H , h-indene, 2,3-dihydro-1,3-dimethyl C11H , benzene, 1-methyl-3-(1-methyl-2-propenyl) C11H , h-indene, 2,3-dihydro-4,7-dimethyl C11H , naphthalene, 1,2,3,4-tetrahydro-5-methyl C11H , benzene, 1-methyl-4-(1-methylpropyl) C11H ,

21 64 benzene, 1,3-diethyl-5-methyl C11H , benzene, 1,3-dimethyl-5-(1-methylethyl) C11H , benzene, 1-ethyl-4-(1-methylethyl) C11H , methyl-1,2,3,5,8,8a-hexahydronaphthalene C11H , naphthalene, decahydro-2-methyl C11H , methyldecahydronaphthalene C11H , cyclohexane, pentyl C11H , decene, 8-methyl C11H , decane, 4-methyl C11H , decane, 3-methyl C11H , undecane C11H , decane, 2-methyl C11H , biphenyl C12H , naphthalene, 2-ethyl C12H , naphthalene, 2,3-dimethyl C12H , naphthalene, 1,4-dimethyl C12H , naphthalene, 1,2,3,4-tetrahydro-1,4-dimethyl C12H , naphthalene, 1,2,3,4-tetrahydro-1,1-dimethyl C12H , benzene, (1,3-dimethylbutyl) C12H , benzene, (2,2-dimethylbutyl) C12H , dodecene C12H , cyclohexane, 1-methyl-4-(1-methylbutyl) C12H , cyclohexane, hexyl C12H , undecane, 3-methyl C12H , undecane, 2-methyl C12H , undecane, 3-methyl C12H , dodecane C12H , diphenylmethane C13H , decane, 2,6,7-trimethyl C13H , undecane, 5-ethyl C13H , decane, 2,3,4-trimethyl C13H , dodecane, 3-methyl C13H , tridecane C13H , tetradecene, (Z) C14H , tridecane, 3-methyl C14H ,

22 99 tetradecane C14H , α-calacorene C15H , ,8-cyclopentadecadiyne C15H , naphthalene, 1,2,3,4-tetrahydro-1,6-dimethyl-4-(1-methylethy C15H , ,6,10-dodecatriene, 7,11-dimethyl-3-methylene-, (E) C15H , pentadecane C15H , hexadecane C16H , heptadecane C17H , heptadecane, 2-methyl C18H , octadecane C18H , nonadecene C19H , heptadecane, 2,6-dimethyl C19H , octadecane, 2-methyl C19H , nonadecane C19H , hexadecane, 2,6,10,14-tetramethyl C20H , alcohols, ketones, aldehydes, furans 114 propanal C3H6O , acetone C3H6O , (5h)-furanone C4H4O , methacrolein C4H6O , ,3-dihydrofuran C4H6O , methyl vinyl ketone C4H6O , butenal, (E) C4H6O , butyrolactone C4H6O , ethene, ethoxy C4H8O , butanal C4H8O , butanone C4H8O , butene-1,4-diol C4H8O , ,5-furandione, dihydro-3-methylene C5H4O , pentanone C5H10O , cyclopentanol C5H10O , furan, 3-methyl C5H6O , butenal, 3-methyl C5H8O , penten-2-one, 4-methyl C6H10O ,

23 132 2(3h)-furanone, 5-ethyldihydro C6H10O , methyl isobutyl ketone C6H12O , pentanone, 2-methyl C6H12O , hexanal C6H12O , hexen-1-ol, (Z) C6H12O , pentanone, 3-methyl C6H12O , hexanol C6H14O , ethanol, 2-(2-ethoxyethoxy) C6H14O , methyl-3-cyclohexen-1-one C7H10O , heptenal, (Z) C7H12O , heptanone C7H14O , heptanone C7H14O , heptanal C7H14O , heptanol C7H16O , heptanol C7H16O , oxepine, 2,7-dimethyl C8H10O , octen-3-one C8H14O , hepten-2-one, 6-methyl C8H14O , octenal, (E) C8H14O , (3h)-furanone, 5-butyldihydro C8H14O , heptanone, 6-methyl C8H16O , hexanal, 2-ethyl C8H16O , heptanone, 5-methyl C8H16O , octanone C8H16O , octanal C8H16O , hexanol, 2-ethyl C8H18O , octanol C8H18O , ethanone, 1-(4-methylphenyl) C9H10O , acetyl-1-methylcyclohexene C9H14O , nonanone C9H18O , nonanal C9H18O , nonanol C9H20O , nonanol C9H20O , ,7-octadien-3-one, 2-methyl-6-methylene C10H14O , ,6-octadienal, 3,7-dimethyl-, (E) C10H16O ,

24 167 1,5,7-octatrien-3-ol, 2,6-dimethyl C10H16O , ,6-octadienal, 3,7-dimethyl C10H16O , decanal C10H20O , undecanone C11H22O , undecanal C11H22O , undecanol C11H24O , dodecanal C12H24O , ,9-undecadien-2-one, 6,10-dimethyl-, (E) C13H22O , tetradecanal C14H28O , pentadecanal C15H30O , hexadecanal C16H32O , ethers, carboxylic acids, esters 178 formic acid, propyl ester C4H8O , formic acid, butyl ester C5H10O , butenoic acid, 3-methyl-, methyl ester C6H10O , propen-1-ol, 2-methyl-, acetate C6H10O , butenoic acid, 2-methyl-, methyl ester C6H10O , butanoic acid, 3-methyl-, methyl ester C6H12O , acetic acid, butyl ester C6H12O , hexanoic acid C6H12O , ethanol, 2-butoxy C6H14O , buten-1-ol, 3-methyl-, acetate C7H12O , pentenoic acid, 3-methyl-, methyl ester C7H12O , pentanol, acetate C7H14O , butanol, 3-methyl-, acetate C7H14O , hexanoic acid, 4-methylene-, methyl ester C8H14O , acetic acid, hexyl ester C8H16O , butoxyethyl acetate C8H16O , nonanoic acid C9H18O , propenoic acid, 3-phenyl-, methyl ester C10H10O , acetic acid, octyl ester C10H20O , n-decanoic acid C10H20O , ,6-octadienoic acid, 3,7-dimethyl-, methyl ester C11H18O , decenoic acid, methyl ester, (E) C11H20O ,