Results for:
PubChem ID: 6654

2,6,6-trimethylbicyclo[3.1.1]hept-2-ene

Mass-Spectra

Compound Details

Synonymous names
ALPHA-PINENE
80-56-8
2-Pinene
Acintene A
.alpha.-Pinene
2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene
pin-2(3)-ene
Pinene isomer
alfa-Pinene
Sylvapine A
PINENE, ALPHA
(+/-)-alpha-Pinene
(+/-)-2-Pinene
NSC 7727
pin-2-ene
Bicyclo[3.1.1]hept-2-ene, 2,6,6-trimethyl-
Leavo-95
DTXSID4026501
CHEBI:36740
(+-)-2-pinene
NSC-7727
2,6,6-Trimethylbicyclo(3.1.1)-2-hept-2-ene
PC-500(TERPENE)
FEMA No. 2902
alpha-Pinene (natural)
2437-95-8
FEMA Number 2902
DTXCID006501
4,6,6-Trimethylbicyklo(3,1,1)hept-3-en
2,6,6-Trimethylbicyclo(3.1.1)hept-2-ene
(1R)-(+)-alpha-Pinene
NSC94522
NSC94523
CCRIS 697
PC-500
HSDB 720
NCGC00090682-01
(-)-?-Pinene
DL-Pin-2(3)-ene
EINECS 201-291-9
EINECS 219-445-9
UNII-JPF3YI7O34
BRN 3194807
(1R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene
25766-18-1
AI3-24594
Bicyclo(3.1.1)hept-2-ene, 2,6,6-trimethyl
1S-.alpha.-Pinene
CAS-80-56-8
2,6,6-Trimethylbicyclo(3.1.1)-2-heptene
2,6,6-Trimethylbicyclo[3.1.1]-2-heptene
EC 201-291-9
4-05-00-00456 (Beilstein Handbook Reference)
alphapinene
alpha pinene
an alpha-pinene
Cyclic dexadiene
alpha -pinene
alpha.-pinene
4,6,6-trimethylbicyclo[3.1.1]hept-3-ene
Acitene A
(-)alpha-pinene
Pinene, .alpha.
alpha [D] Pinene
alpha [L] Pinene
AUSTRALENE
(+-)-alpha-pinene
1R-.alpha.-Pinene
2,6,6-trimethyl-bicyclo[3.1.1]hept-2-ene
(R)-.alpha.-Pinene
PINENE (ALPHA)
? PINENE
(1S)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene
PINENE, ALPHA (D)
PINENE, ALPHA (L)
Pesticide Code: 067004.
(.+/-.)-.alpha.-Pinene
alpha-PINENE, (+/-)-
CHEMBL442565
NSC7727
alpha-Pinene (+/-)-alpha-Pinene
AMY22338
Tox21_110996
Tox21_200108
Tox21_303385
NSC-94522
NSC-94523
PC 500
AKOS000121239
AB86235
AB86464
AB93066
DB15573
MCULE-3589656574
UN 2368
NCGC00090682-02
NCGC00257379-01
NCGC00257662-01
LS-13835
Trimethyl Bicyclo (3.1.1) hept-2-ene
2,6-Trimethylbicyclo[3.1.1]-2-heptene
DB-017892
Bicyclo[3.1.1]hept-2-ene,6,6-trimethyl-
NS00067073
2,6-Trimethylbicyclo[3.1.1]-2-hept-2-ene
EN300-21685
C09880
A839247
Q-201582
(3Z)-5-METHYL-1H-INDOLE-2,3-DIONE3-OXIME
Q27104380
2,6,6-TRIMETHYLBICYCLO (3.1.1)HEPT-2-ENE, 9CL
BICYCLO(3.1.1)HEPT-2-ENE,2,6,6-TRIMETHYL-2-PINENE
Bicyclo[3.1.1]hept-2-ene, 2,6,6-trimethyl-, (.+/-.)-
(+/-)-2-Pinene, 2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene, alpha-Pinene
Microorganism:

Yes

IUPAC name2,6,6-trimethylbicyclo[3.1.1]hept-2-ene
SMILESCC1=CCC2CC1C2(C)C
InchiInChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3
FormulaC10H16
PubChem ID6654
Molweight136.23
LogP2.8
Atoms10
Bonds0
H-bond Acceptor0
H-bond Donor0
Chemical Classificationterpenes
CHEBI-ID36740
Supernatural-IDSN0113697

mVOC Specific Details

Boiling Point
DegreeReference
156 °C peer reviewed
Volatilization
The Henry's Law constant for alpha-pinene is estimated as 0.29 atm-cu m/mole(SRC) derived from its vapor pressure, 4.75 mm Hg(1), and water solubility, 2.49 mg/L(2). This Henry's Law constant indicates that alpha-pinene is expected to volatilize rapidly from water surfaces(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 3 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 5 days(SRC). alpha-Pinene's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of alpha-pinene from dry soil surfaces may exist based upon a vapor pressure of 4.75 mm Hg(1).
Literature: (1) Daubert TE, Danner RP; Physical and Thermodynamic Properties of Pure Chemicals: Data Compilation. Design Inst Phys Prop Data, Amer Inst Chem Eng NY, NY: Hemisphere Pub Corp (1989) (2) Li J, Perdue EM; Physicochemical properties of selected monoterpenes. Pre-print extended abstract, Presented before the Division of Environmental Chemistry, Amer. Chem. Soc., Anaheim, CA, April 2-7, 1995 (1995) (3) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990)
Solubility
ALMOST INSOLUBLE IN PROPYLENE GLYCOL & GLYCERINE
Literature: Fenaroli's Handbook of Flavor Ingredients. Volume 2. Edited, translated, and revised by T.E. Furia and N. Bellanca. 2nd ed. Cleveland: The Chemical Rubber Co., 1975., p. 486
Literature: #Sol in alcohol, chloroform, ether, glacial acetic acid, fixed oils
Literature: Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 10th ed. Volumes 1-3 New York, NY: John Wiley & Sons Inc., 1999., p. 2970
Literature: #In water, 2.49 mg/L at 25 deg C
Literature: Li J, Perdue EM; Physicochemical Properties of Selected Monoterpenes. Pre-print Extended Abstract, Presented Before The Division of Environmental Chemistry, Amer Chem Soc, Anaheim, Ca: April 2-7 (1995)
Soil Adsorption
The Koc of alpha-pinene is estimated as 2,600(SRC), using a water solubility of 2.49 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that alpha-pinene is expected to have slight mobility in soil.
Literature: (1) Li J, Perdue EM; Physicochemical properties of selected monoterpenes. Pre-print extended abstract, Presented before the Division of Environmental Chemistry, Amer. Chem. Soc., Anaheim, CA, April 2-7, 1995 (1995) (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 4-5 (1990) (3) Swann RL et al; Res Rev 85: 17-28 (1983)
Vapor Pressure
PressureReference
4.75 mm Hg at 25 deg CDaubert, T.E., R.P. Danner. Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, D.C.: Taylor and Francis, 1989.
MS-Links
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaAspergillus FumigatusNANAHeddergott et al. 2014
EukaryotaAspergillus FumigatusNANAAhmed et al. 2018
EukaryotaAspergillus FumigatusNANAKoo et al. 2014
EukaryotaPythium OligandrumN/APythium oligandrum GAQ1 strain was isolated from soil from a field where infected ginger was growing in Laiwu district, Jinan City, Shandong Province, China. China General Microbiological Culture Collection Center (CGMCC) deposit number No. 17470.Sheikh et al. 2023
EukaryotaAspergillus ClavatusNADickschat et al. 2018
EukaryotaAgrocybe AegeritaFranceBreheret et al. 1997
EukaryotaAmanita OvoideaFranceBreheret et al. 1997
EukaryotaBoletus AestivalisFranceBreheret et al. 1997
EukaryotaCantharellus CibariusFranceBreheret et al. 1997
EukaryotaCortinarius CinnamomeusFranceBreheret et al. 1997
EukaryotaCystoderma AmianthinumFranceBreheret et al. 1997
EukaryotaCystoderma CarchariasFranceBreheret et al. 1997
EukaryotaGomphidius GlutinosusFranceBreheret et al. 1997
EukaryotaHydnum RepandumFranceBreheret et al. 1997
EukaryotaHygrophorus AgathosmusFranceBreheret et al. 1997
EukaryotaMycena PuraFranceBreheret et al. 1997
EukaryotaMycena RoseaFranceBreheret et al. 1997
EukaryotaSuillus LuteusFranceBreheret et al. 1997
EukaryotaTricholoma CaligatumFranceBreheret et al. 1997
EukaryotaTricholoma PortentosumFranceBreheret et al. 1997
EukaryotaTricholoma SulphureumFranceBreheret et al. 1997
ProkaryotaBacillus Muralisantifungal activity against mycelial growth and spore germination of phytopathogenic Moniliophtora roreriphytopathology strain collection of El Colegio de la Frontera Sur (ECOSUR), Tapachula, Chiapas, MexicoDe la Cruz-López et al. 2022
ProkaryotaBacillus Pumilusantifungal activity against mycelial growth and spore germination of phytopathogenic Moniliophtora roreriphytopathology strain collection of El Colegio de la Frontera Sur (ECOSUR), Tapachula, Chiapas, MexicoDe la Cruz-López et al. 2022
ProkaryotaNovosphingobium Lindaniclasticumantifungal activity against mycelial growth and spore germination of phytopathogenic Moniliophtora roreriphytopathology strain collection of El Colegio de la Frontera Sur (ECOSUR), Tapachula, Chiapas, MexicoDe la Cruz-López et al. 2022
ProkaryotaBacillus Subtilisantifungal activity against mycelial growth and spore germination of phytopathogenic Moniliophtora roreriphytopathology strain collection of El Colegio de la Frontera Sur (ECOSUR), Tapachula, Chiapas, MexicoDe la Cruz-López et al. 2022
ProkaryotaBacillus Amyloliquefaciensantifungal activity against mycelial growth and spore germination of phytopathogenic Moniliophtora roreriphytopathology strain collection of El Colegio de la Frontera Sur (ECOSUR), Tapachula, Chiapas, MexicoDe la Cruz-López et al. 2022
ProkaryotaBacillus Megateriumantifungal activity against mycelial growth and spore germination of phytopathogenic Moniliophtora roreriphytopathology strain collection of El Colegio de la Frontera Sur (ECOSUR), Tapachula, Chiapas, MexicoDe la Cruz-López et al. 2022
EukaryotaCandida AlbicansATCC MYA-2876, American Type Culture CollectionCosta et al. 2020
EukaryotaCandida GlabrataATCC 90030, American Type Culture CollectionCosta et al. 2020
EukaryotaCandida TropicalisATCC 750, American Type Culture CollectionCosta et al. 2020
ProkaryotaBacillus AmyloliquefaciensAgriculture University of Nanjing, ChinaTahir et al. 2017
ProkaryotaBacillus AtrophaeusAgriculture University of Nanjing, ChinaTahir et al. 2017
ProkaryotaBurkholderia Sp.bacterial interationsrhizosphere and bulk soil of Carex arenariaTyc et al. 2017
ProkaryotaPaenibacillus Sp.bacterial interationsrhizosphere and bulk soil of Carex arenariaTyc et al. 2017
EukaryotaAspergillus Fumigatuscompost Fischer et al. 1999
EukaryotaCladosporium CladosporioidesNAHedlund et al. 1995
EukaryotaCladosporium HerbarumNAHedlund et al. 1995
EukaryotaPenicillium SpinulosumNAHedlund et al. 1995
EukaryotaMortierella Isabellinamor horizon of a spruce forest soil southeastern SwedenBengtsson et al. 1991
ProkaryotaStreptomyces GriseusnasoilWilkins 1996
EukaryotaPenicillium Communenain dry-cured meat products, cheeseSunesson et al. 1995
EukaryotaGanoderma Lucidumnasaprophytic on deciduous treesCampos Ziegenbein et al. 2006
EukaryotaSpongiporus Leucomallellusnasaprophytic mostly on wet, old pinesCampos Ziegenbein et al. 2006
EukaryotaPiptoporus BetulinusnaSachsenwald near HamburgRösecke et al. 2000
EukaryotaFomitopsis PinicolanaGermanyRösecke et al. 2000
EukaryotaAntrodia CinnamomeananaLu et al. 2014
EukaryotaFusarium Graminearumn/aNABusko et al. 2014
ProkaryotaStreptomyces Griseusn/aNASchulz and Dickschat 2007
ProkaryotaSerratia Proteamaculansn/aNAErcolini et al. 2009
ProkaryotaCarnobacterium Divergensn/aNAErcolini et al. 2009
ProkaryotaPseudomonas Fragin/aNAErcolini et al. 2009
ProkaryotaPhormidium Sp.n/aNAHoeckelmann et al. 2004
ProkaryotaRivularia Sp.n/aNAHoeckelmann et al. 2004
ProkaryotaCalothrix Parietinan/aNAHoeckelmann et al. 2004
ProkaryotaBurkholderia Tropican/aNATenorio-Salgado et al. 2013
EukaryotaPhytophthora PlurivoraN/APhytophthora plurivoraLoulier et al. 2020
Lentinula EdodesGeng et al. 2024
Lactobacillus PlantarumZhang et al. 2023
Kluyveromyces MarxianusJi et al. 2024
Saccharomyces CerevisiaeJi et al. 2024
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaAspergillus FumigatusBrianSPME/GC-MSno
EukaryotaAspergillus FumigatusAMMTD/GC-MSno
EukaryotaAspergillus FumigatusYPDTD/GC-MSno
EukaryotaPythium OligandrumV8 juice agarSPME/GC-MS/MSyes
EukaryotaAspergillus Clavatusmedium 129CLSA-GCMSno
EukaryotaAgrocybe Aegeritaforest soilsolvent extraction, headspace, GCMSno
EukaryotaAmanita Ovoideaforest soilsolvent extraction, headspace, GCMSno
EukaryotaBoletus Aestivalisforest soilsolvent extraction, headspace, GCMSno
EukaryotaCantharellus Cibariusforest soilsolvent extraction, headspace, GCMSno
EukaryotaCortinarius Cinnamomeusforest soilsolvent extraction, headspace, GCMSno
EukaryotaCystoderma Amianthinumforest soilsolvent extraction, headspace, GCMSno
EukaryotaCystoderma Carchariasforest soilsolvent extraction, headspace, GCMSno
EukaryotaGomphidius Glutinosusforest soilsolvent extraction, headspace, GCMSno
EukaryotaHydnum Repandumforest soilsolvent extraction, headspace, GCMSno
EukaryotaHygrophorus Agathosmusforest soilsolvent extraction, headspace, GCMSno
EukaryotaMycena Puraforest soilsolvent extraction, headspace, GCMSno
EukaryotaMycena Roseaforest soilsolvent extraction, headspace, GCMSno
EukaryotaSuillus Luteusforest soilsolvent extraction, headspace, GCMSno
EukaryotaTricholoma Caligatumforest soilsolvent extraction, headspace, GCMSno
EukaryotaTricholoma Portentosumforest soilsolvent extraction, headspace, GCMSno
EukaryotaTricholoma Sulphureumforest soilsolvent extraction, headspace, GCMSno
ProkaryotaBacillus MuralisNA mediaSPME/GC-MSyes
ProkaryotaBacillus PumilusNA mediaSPME/GC-MSyes
ProkaryotaNovosphingobium LindaniclasticumNA mediaSPME/GC-MSyes
ProkaryotaBacillus SubtilisNA mediaSPME/GC-MSyes
ProkaryotaBacillus AmyloliquefaciensNA mediaSPME/GC-MSyes
ProkaryotaBacillus MegateriumNA mediaSPME/GC-MSyes
EukaryotaCandida AlbicansYGC mediaHS-SPME/GC-GC-ToFMSno
EukaryotaCandida GlabrataYGC mediaHS-SPME/GC-GC-ToFMSno
EukaryotaCandida TropicalisYGC mediaHS-SPME/GC-GC-ToFMSno
ProkaryotaBacillus AmyloliquefaciensLBSPME-GC-MSno
ProkaryotaBacillus AtrophaeusLBSPME-GC-MSno
ProkaryotaBurkholderia Sp.TSBAGC-Q-TOFno
ProkaryotaPaenibacillus Sp.TSBAGC-Q-TOFno
EukaryotaAspergillus Fumigatusyest extract sucroseTenax/GC-MSno
EukaryotaCladosporium CladosporioidesGC-MSno
EukaryotaCladosporium HerbarumGC-MSno
EukaryotaPenicillium SpinulosumGC-MSno
EukaryotaMortierella Isabellinadiethyl extraction, GC-MSno
ProkaryotaStreptomyces GriseusNutrient agar CM3GC/MSno
EukaryotaPenicillium CommuneDG18GC/MSno
EukaryotaGanoderma LucidumnaGC/MSno
EukaryotaSpongiporus LeucomallellusnaGC/MSno
EukaryotaPiptoporus BetulinusnaGC/MSno
EukaryotaFomitopsis PinicolanaGC/MSno
EukaryotaAntrodia CinnamomeaPDAGC/MSyes
EukaryotaFusarium Graminearumyeast extract sucrose agarSPME/GC-MSno
ProkaryotaStreptomyces Griseusn/an/ano
ProkaryotaSerratia Proteamaculansn/an/ano
ProkaryotaCarnobacterium Divergensn/an/ano
ProkaryotaPseudomonas Fragin/an/ano
ProkaryotaPhormidium Sp.n/an/ano
ProkaryotaRivularia Sp.n/an/ano
ProkaryotaCalothrix Parietinan/an/ano
ProkaryotaBurkholderia TropicaPotato dextrose agarHeadspace trapping/ GC-MSno
EukaryotaPhytophthora PlurivoraPotato Dextrose AgarSPME/GC-MS/MSstandard
Lentinula EdodesJiuqu (traditional wheat Qu)GC-IMSno
Lactobacillus PlantarumHabanero pepperGC–IMSno
Kluyveromyces MarxianusSauce Meat during StorageSPME–GC–MSno
Saccharomyces CerevisiaeSauce Meat during StorageSPME–GC–MSno