Results for:
PubChem ID: 11463

1-methyl-4-propan-2-ylidenecyclohexene

Mass-Spectra

Compound Details

Synonymous names
TERPINOLENE
586-62-9
Isoterpinene
Terpinolen
alpha-Terpinolene
4-Isopropylidene-1-methylcyclohexene
p-Mentha-1,4(8)-diene
1,4(8)-p-Menthadiene
Nofmer TP
Tereben
p-Menth-1,4(8)-diene
1,4(8)-Terpadiene
Cyclohexene, 1-methyl-4-(1-methylethylidene)-
1-Methyl-4-(1-methylethylidene)cyclohexene
1-Methyl-4-isopropylidene-1-cyclohexene
FEMA No. 3046
FEMA Number 3046
1-Methyl-4-(1-methylethylidene)-1-cyclohexene
HSDB 5702
EINECS 209-578-0
UNII-N9830X5KSL
p-Meth-1-en-8-yl-formate
4-isopropylidene-1-methyl-cyclohexene
1-methyl-4-(propan-2-ylidene)cyclohex-1-ene
.gamma.-Terpinolene
1-methyl-4-propan-2-ylidenecyclohexene
CHEBI:9457
N9830X5KSL
DTXSID0027222
1-methyl-4-(propan-2-ylidene)cyclohexene
AI3-24378
DTXCID507222
EC 209-578-0
MFCD00049191
1-methyl-4-(1-methylethylidene)-cyclohexene
Cyclohexene, 3-methyl-6-(1-methylethylidene)- (9CI)
1-methyl-4-(propan-2-ylidene)cyclohexene p-mentha-1,4(8)-diene
UN2541
delta-Terpinene
alpha -Terpinolene
.alpha.-Terpinolene
.alpha.- Terpinolen
Terpinolene (>85%)
Terpinolene, >=90%
TERPINOLENE with GC
TERPINOLENE [FHFI]
TERPINOLENE [HSDB]
bmse000504
CHEMBL454697
Terpinolene, analytical standard
FEMA 3046
Tox21_303268
AKOS028108377
FS-6812
LMPR0102090062
Terpinolene, technical, >=85% (GC)
UN 2541
d-1-methyl-4-isopropenyl-1-cyclohexene
Terpinolene, purum, >=95.0% (GC)
NCGC00256963-01
CAS-586-62-9
4-ISOPROPYLIDENE-1-METHYLCYCLOHEXANE
DB-053242
Terpinolene 1000 microg/mL in Isopropanol
NS00005520
T0817
Terpinolene [UN2541] [Flammable liquid]
C06075
EN300-125038
Alpha-Terpinolene 1000 microg/mL in Isopropanol
1-Methyl-4-(1-methylethylidene)-1-cyclohexene #
1-Methyl-4-(1-methylethylidene)cyclohexene, 9CI
Q-201793
Q2405051
Z1255360533
CYCLOHEXENE, 1-METHYL-4-(1-METHYLETHYLIDENE)-, (R)-
9LR
Microorganism:

Yes

IUPAC name1-methyl-4-propan-2-ylidenecyclohexene
SMILESCC1=CCC(=C(C)C)CC1
InchiInChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4H,5-7H2,1-3H3
FormulaC10H16
PubChem ID11463
Molweight136.23
LogP2.8
Atoms10
Bonds0
H-bond Acceptor0
H-bond Donor0
Chemical Classificationterpenes
CHEBI-ID9457
Supernatural-IDSN0231433

mVOC Specific Details

Boiling Point
DegreeReference
187 deg CHaynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-494
Volatilization
The Henry's Law constant for terpinolene is 2.62X10-2 atm-cu m/mole(1). This Henry's Law constant indicates that terpinolene is expected to volatilize rapidly from water surfaces(2). 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)(2) 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)(2) is estimated as 5 days(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 48 days if adsorption is considered(3). Terpinolene is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure of 7.43X10-1 mm Hg(4).
Literature: (1) Copolovici LO, Niinemets U; Chemosphere 61: 1390-400 (2005) (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990) (3) US EPA; EXAMS II Computer Simulation (1987) (4) Li J et al; Environ International 24: 353-58 (1998)
Soil Adsorption
The Koc of terpinolene is estimated as 7,600(SRC), using a log Kow of 4.47(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that terpinolene is expected to be immobile in soil.
Literature: (1) Li J et al; Environ International 24: 353-58 (1998) (2) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Nov, 2012. Available from, as of July 6, 2015: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm (3) Swann RL et al; Res Rev 85: 17-28 (1983)
Vapor Pressure
PressureReference
0.74 mm Hg at 25 deg CLi J et al; Environ International 24: 353-358 (1998)
MS-Links
1D-NMR-Links
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaAspergillus FumigatusNANAHeddergott et al. 2014
EukaryotaHypoxylon AnthochroumNAMacías-Rubalcava et al. 2018
EukaryotaAmanita OvoideaFranceBreheret et al. 1997
EukaryotaCystoderma CarchariasFranceBreheret et al. 1997
EukaryotaMycena PuraFranceBreheret et al. 1997
EukaryotaHypoxylon Anthochroumnaendophytic in Bursera lancifoliaUlloa-Benítez et al. 2016
EukaryotaEmericella Nidulanscompost Fischer et al. 1999
ProkaryotaStreptomyces Sp.nabreathing zone of a waste collection workerWilkins 1996
EukaryotaTrichoderma AtrovirideNAStoppacher et al. 2010
EukaryotaTrichoderma Virensn/aNACrutcher et al. 2013
EukaryotaTrichoderma Atroviriden/aNACrutcher et al. 2013
EukaryotaTrichoderma Reesein/aNACrutcher et al. 2013
EukaryotaMuscodor Fengyangensisn/aZhejiang Province of Southeast ChinaZhang et al. 2010
EukaryotaTuber Magnatumn/aItalian geographical areas ( Marche, Border region area between Emilia Romagna and Marche)Gioacchini et al. 2008
EukaryotaPenicillium Polonicumnawater damaged buildings, BelgiumPolizzi et al. 2012
Meyerozyma GuilliermondiiXiong et al. 2023
Fusarium GraminearumBallot et al. 2023
MicrobacteriumBallot et al. 2023
Kluyveromyces MarxianusJi et al. 2024
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaAspergillus FumigatusBrian FE supp.SPME/GC-MSno
EukaryotaHypoxylon Anthochroumrice medium (RM, 300g of rice and 300ml of water)SPME, GC-MSyes
EukaryotaAmanita Ovoideaforest soilsolvent extraction, headspace, GCMSno
EukaryotaCystoderma Carchariasforest soilsolvent extraction, headspace, GCMSno
EukaryotaMycena Puraforest soilsolvent extraction, headspace, GCMSno
EukaryotaHypoxylon AnthochroumPDA/WA + 500 mg l^-1 ChloramphenicolSPME-GC/MSno
EukaryotaEmericella Nidulansyest extract sucroseTenax/GC-MSno
ProkaryotaStreptomyces Sp.Nutrient agar CM3 + 50mg/l actidioneGC/MSno
EukaryotaTrichoderma AtroviridePotato dextrose agarHS-SPME/GC-MS no
EukaryotaTrichoderma VirensPotato dextrose agarHS-SPME/GC-MS no
EukaryotaTrichoderma AtroviridePotato dextrose agarHS-SPME/GC-MS no
EukaryotaTrichoderma ReeseiPotato dextrose agarHS-SPME/GC-MS no
EukaryotaMuscodor Fengyangensispotato dextrose agarThe MVOCs emitted by the mycelia of Muscodor were investigated by Solid phase microextraction/Gas chromatograph/Mass spectra (SPME/GC/MS). no
EukaryotaTuber Magnatumn/amicroextraction-gas chromatography-mass spectrometry analysis (SPME-GC-MS)no
EukaryotaPenicillium Polonicummalt extract agar; potato dextrose agar; water agar; yeast extract agar; Czapek agarSPME-GC/MSno
Meyerozyma GuilliermondiiYEPD, 10 g/L yeast extrac, 20 g/L peptone, 20 g dextroseGC-MS and GC-IMSno
Fusarium Graminearumtryptone soy (TS medium; Carl Roth, Karlsruhe, Germany)GC-QQQ-MSno
Microbacteriumtryptone soy (TS medium; Carl Roth, Karlsruhe, Germany)GC-QQQ-MSno
Kluyveromyces MarxianusSauce Meat during StorageSPME–GC–MSno